Category: esters-buliding-blocks

On August 4, 2016, Dejesus, Reynalda K.; Fu, Qinghong; Jiang, Jinlong; Tang, Haifeng published a patent.Synthetic Route of 1198284-94-4 The title of the patent was Preparation of novel spirocyclic compounds as inhibitors of the renal outer medullary potassium channel. And the patent contained the following:

The title compounds I [R1 = H, halo, OH, alky, alkoxy; R2 = H, alkyl; R3 = H, or alkyl optionally substituted with OH, OMe or 1-3 halo; or R3 and R4 are joined together to form CH2CH2; R4 = H, or alkyl optionally substituted with OH, OMe or 1-3 halo; n = 1-2; m = 1-2, wherein when m = 2, X3 = CH2; R5 = H, halo, cycloalkyl or alkyl; X1 = C(O), CH2; X2 = O, CH2; X3 = C(O), CH2, wherein when X3 = CH2, m = 2;X4 = C(O), SO2; Z = II or III (Y1-Y4 = (independently) CR9 or N; provided that at most two of Y1-Y4 are N; R9 = (independently) H, halo, alkoxy or alkyl optionally substituted with 1-3 halo; R10 = H, halo, alkyl optionally substituted with 1-3 halo; R11 = H, alkyl optionally substituted with 1-3 halo; R12 = H or alkyl)] which are inhibitors of the ROMK (Kir1.1) channel, were prepared For example, microwaving a solution of (1R,3r,5S)-1′-(2-methyl-3-oxocyclopent-1-en-1-yl)-8-azaspiro[bicyclo[3.2.1]octane-3,3′- pyrrolidin]-2′-one and (R)-4-methyl-5-(oxiran-2-yl)isobenzofuran- 1(3H)-one in EtOH at 145°C for 4.5 h afforded IV. Exemplified compounds I were tested in the thallium flux assay (data given). The compounds I may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention. Pharmaceutical compositions comprising I, alone or in combination with other therapeutic agent, are disclosed. The experimental process involved the reaction of tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate(cas: 1198284-94-4).Synthetic Route of 1198284-94-4

The Article related to spirocyclic compound preparation renal outer medullary potassium channel inhibitor, romk inhibitor diuretic natriuretic cardiovascular antihypertensive spirocyclic compound preparation, heart failure chronic kidney disease treatment spirocyclic compound preparation, excessive salt water retention treatment spirocyclic compound preparation and other aspects.Synthetic Route of 1198284-94-4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sun, Qi; Meng, Xiangju; Liu, Xiao; Zhang, Xiaoming; Yang, Yan; Yang, Qihua; Xiao, Feng-Shou published an article in 2012, the title of the article was Mesoporous cross-linked polymer copolymerized with chiral BINAP ligand coordinated to a ruthenium species as an efficient heterogeneous catalyst for asymmetric hydrogenation.Synthetic Route of 3976-69-0 And the article contains the following content:

Mesoporous ruthenium complexes generated from the copolymer of nonracemic BINAP dioxide bisacrylamide I (or its enantiomer) with divinylbenzene followed by deoxygenation and complexation were prepared as reusable catalysts for chemoselective and enantioselective hydrogenation. In the presence of mesoporous ruthenium complexes generated from the copolymer of I with divinylbenzene, β-keto esters RCOCH2CO2R1 (R = Me, 4-MeOC6H4, ClCH2, Me2CH; R1 = Me, Et, PhCH2, Me3C, Me2CH) were hydrogenated in methanol to the nonracemic β-hydroxy esters II (R = Me, 4-MeOC6H4, ClCH2, Me2CH; R1 = Me, Et, PhCH2, Me3C, Me2CH) in > 99.5% chemoselectivities and conversions and in 91.3-97.7% ee. The surface area of a mesoporous ruthenium complex generated from the copolymer of I and divinylbenzene was determined The mesoporous ruthenium complex generated from the copolymer of I and divinylbenzene was recycled six times in the hydrogenation of Me acetoacetate to give (R)-Me 3-hydroxybutanoate in > 99.5% chemoselectivities and conversions and in 91.3-95.3% ee. Copolymers of other vinyl-functionalized nonracemic ligands with divinylbenzene were prepared; transfer hydrogenation of acetophenone in the presence of a (R,R)-N-(4-vinylphenylsulfonyl)-1,2-diphenyl-1,2-ethanediamine-divinylbenzene copolymer ruthenium complex gave 1-phenylethanol in 94% ee. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Synthetic Route of 3976-69-0

The Article related to mesoporous copolymer binap bisacrylamide ruthenium complex enantioselective hydrogenation catalyst, vinyl functionalized ligand copolymer ruthenium complex enantioselective hydrogenation catalyst, beta hydroxy ester enantioselective preparation, enantioselective hydrogenation beta ketoester binap bisacrylamide copolymer ruthenium complex and other aspects.Synthetic Route of 3976-69-0

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On January 25, 2007, Uchida, Hideharu; Kosuga, Naoto; Satoh, Tsutomu; Hotta, Daido; Kamino, Tomoyuki; Maeda, Yoshitaka; Amano, Ken-Ichi; Akada, Yasushige published a patent.Quality Control of tert-Butyl (4-(trifluoromethyl)phenyl)carbamate The title of the patent was Preparation of novel 2-(bicyclic heterocyclidene)acetamide derivatives as antagonists of transient receptor potential type 1 (TRPV1). And the patent contained the following:

The title compounds (I) or salts thereof, and solvates of any of them [m, n, p = an integer of 0-2; q = 0, 1; R1 = halo, each (un)substituted hydrocarbyl, heterocyclyl, C1-6 alkoxy, C1-6 alkoxycarbonyl, NH2, HO, CO2H, CONH2, or SO2NH2, C1-6 alkanoyl, C1-6 alkylthio, C1-6 alkylsulfinyl, C1-6 alkylsulfonyl, cyano, NO2; R2 = halo, (un)substituted NH2, hydrocarbyl, or aromatic heterocyclyl, oxo; or two geminal or vicinal R2s together form C2-6 alkylene; R2 and the carbon atom attached to R2 together form a cyclic ring; X1 = O, (un)substituted NH, S, SO, SO2; X2 = CH2, O, (un)substituted NH, S, SO, SO2; Q1 = each (un)substituted heteroaryl, heteroarylalkyl, aryl, or aralkyl; the Cy ring = 5- or 6-membered aryl or heteroaryl; a dotted line represents the condensation of two rings; a wavy line represent E or Z configuration; some exceptions are defined] are prepared These compounds are useful for the treatment or prevention of pains. Thus, tri-Et phosphonoacetate was treated with NaH in THF at ≤20° for 1 h and condensed with 4-chromanone at room temperature overnight to give (E)-(chroman-4-ylidene)acetic acid Et ester which was refluxed in aqueous THF solution containing LiOH and neutralized with 1 N aqueous HCl solution to give (E)-(chroman-4-ylidene)acetic acid (II). II was condensed with 1,4-benzodioxan-6-amine using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride in CH2Cl2 at room temperature overnight to give (E)-2-(chroman-4-ylidene)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acetamide (III). III and (E)-2-(8-trifluoromethyl-3,4-dihydrobenzo[b]oxepin-5(2H)-ylidene)-N-(quinoxalin-6-yl)acetamide in vitro showed A2 of ≥100 nM and <100 nM, resp., for antagonizing the capsaicin-induced cellular influx of Ca in CHO cell expressing human TRPV1. Pharmaceutical formulations, e.g. a tablet containing (E)-2-(7-tert-Butylchroman-4-ylidene)-N-(5,6,7,8-tetrahydroquinolin-7-yl)acetamide, were prepared The experimental process involved the reaction of tert-Butyl (4-(trifluoromethyl)phenyl)carbamate(cas: 141940-37-6).Quality Control of tert-Butyl (4-(trifluoromethyl)phenyl)carbamate

The Article related to capsaicin receptor trpv1 antagonist bicyclic heterocyclideneacetamide preparation, bicyclic heterocyclideneacetamide preparation antagonist transient receptor potential type 1, chromanylideneacetamide benzooxepinylideneacetamide preparation treatment prevention pain, pain treatment prevention bicyclic heterocyclideneacetamide preparation and other aspects.Quality Control of tert-Butyl (4-(trifluoromethyl)phenyl)carbamate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 4, 1984, Makosza, Mieczyslaw; Winiarski, Jerzy published an article.Quality Control of tert-Butyl 2-(4-nitrophenyl)acetate The title of the article was Reactions of organic anions. Part 110. Vicarious nucleophilic substitution of hydrogen in nitroarenes with α-substituted nitriles and esters. Direct α-cyanoalkylation and α-carbalkoxyalkylation of nitroarenes. And the article contained the following:

Carbanions generated from alkanenitriles bearing α-chloro, α-OR (R = Me, Ph, chlorophenyl) or α-SR (R = Me, Ph, Me2NCS) groups and from aliphatic esters bearing α-SR groups react with mononitroarenes to replace H atoms of the nitroarom. ring ortho or para to the NO2 group with α-cyanoalkyl or α-carbalkoxyalkyl substituents. The nucleophilic replacement of H with such carbanions proceeds faster than substitution of halogen ortho or para to the NO2 group. The experimental process involved the reaction of tert-Butyl 2-(4-nitrophenyl)acetate(cas: 29704-38-9).Quality Control of tert-Butyl 2-(4-nitrophenyl)acetate

The Article related to vicarious nucleophilic substitution nitroarene, cyanoalkylation nitroarene, carbalkoxyalkylation nitroarene, nitroarene cyanoalkylation carbalkoxyalkylation, alkylation cyano carbalkoxy nitroarene, alkanenitrile chloro oxy thio anion, chloroalkanenitrile anion reaction, oxyalkanenitrile anion reaction, thioalkanenitrile anion reaction and other aspects.Quality Control of tert-Butyl 2-(4-nitrophenyl)acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On September 15, 2005, Constan, Alexander A.; Keshary, Prakash; Maclean, David B.; Paralkar, Vishwas M.; Roman, Doina; Thompson, David D.; Wright, Timothy M. published a patent.Electric Literature of 142327-44-4 The title of the patent was Preparation of heterocyclic compounds as EP2 selective receptor agonists for treating pulmonary hypertension and other conditions. And the patent contained the following:

The present invention relates to methods of treating pulmonary hypertension, facilitating joint fusion, facilitating tendon and ligament repair, reducing the occurrence of secondary fracture, treating avascular necrosis, facilitating cartilage repair, facilitating bone healing after limb transplantation, facilitating liver regeneration, facilitating wound healing, reducing the occurrence of gastric ulceration, treating hypertension, facilitating the growth of tooth enamel or finger or toe nails, treating glaucoma, treating ocular hypertension, and repairing damage caused by metastatic bone disease using the compounds I [A = SO2, CO; G = Ar, Ar(alkylene), ArCONH(alkylene), etc.; B = N, CH; Q = alkylene, X(alkylene), X(alkylene), etc.; Z = carboxy, alkoxycarbonyl, tetrazolyl, etc.; K = a bond, alkylene, thioalkylene, etc.; M = Ar3, Ar4SAr5, Ar4OAr5, etc.; Ar, Ar3-Ar5 = partially saturated or fully unsaturated 5-8 membered ring having 1-4 heteroatoms selected from O, S, N, or a bicyclic ring, tricycling ring, etc.; X = X = 5-6 membered aromatic ring optionally having 1-2 heteroatoms selected from O, N and S], an EP2 selective receptor agonists. Syntheses of representative compounds I and their intermediates are described in several examples. E.g., a 3-step synthesis of 7-[(4-butylbenzyl)-(pyridine-3-sulfonyl)amino]heptanoic acid, starting from Me 7-aminoheptanoate (preparation given) and 4-butylbenzaldehyde, was given. The compounds I were tested for binding to prostaglandin E2 receptors (data given for exemplified compounds I). The experimental process involved the reaction of Methyl 2-(3-formylphenyl)acetate(cas: 142327-44-4).Electric Literature of 142327-44-4

The Article related to heterocyclic compound ep2 receptor agonist therapeutic antihypertensive, pulmonary hypertension treatment ep2 receptor agonist heterocyclic compound, thiophenecarboxylate preparation ep2 receptor agonist therapeutic antihypertensive, pyridinesulfonylaminomethylphenylacetate preparation ep2 receptor agonist therapeutic antihypertensive and other aspects.Electric Literature of 142327-44-4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yuan, Qianjia; Prater, Matthew B.; Sigman, Matthew S. published an article in 2020, the title of the article was Enantioselective Synthesis of γ-Functionalized Cyclopentenones and β-Functionalized Cycloheptenones Utilizing a Redox-Relay Heck Strategy.Name: 3-Acetyldihydrofuran-2(3H)-one And the article contains the following content:

In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives was described. This method granted facile access to diverse γ-functionalized cyclopentenones I [Ar = Ph, 2-naphthyl, benzo[d][1,3]dioxol-5-yl, 4-oxocyclopent-2-en-1-yl, etc.] and δ-functionalized cycloheptenones II [R = Ph, 4-CF3C6H4, C(Me):C(Me)CO2Et, etc.]. Using this approach, a formal synthesis of (S)-baclofen was completed in high yield and excellent enantioselectivity. The experimental process involved the reaction of 3-Acetyldihydrofuran-2(3H)-one(cas: 517-23-7).Name: 3-Acetyldihydrofuran-2(3H)-one

The Article related to gamma functionalized cyclopentenone enantioselective preparation, cyclopentenone aryl boronic acid alkenyl triflate palladium relay heck, delta functionalized cycloheptenone enantioselective preparation, cycloheptenone aryl boronic acid alkenyl triflate palladium relay heck, asymmetric catalysis, c–c coupling, heck reaction, palladium and other aspects.Name: 3-Acetyldihydrofuran-2(3H)-one

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yuan, Qianjia; Prater, Matthew B.; Sigman, Matthew S. published an article in 2020, the title of the article was Enantioselective Synthesis of γ-Functionalized Cyclopentenones and β-Functionalized Cycloheptenones Utilizing a Redox-Relay Heck Strategy.Computed Properties of 10472-24-9 And the article contains the following content:

In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives was described. This method granted facile access to diverse γ-functionalized cyclopentenones I [Ar = Ph, 2-naphthyl, benzo[d][1,3]dioxol-5-yl, 4-oxocyclopent-2-en-1-yl, etc.] and δ-functionalized cycloheptenones II [R = Ph, 4-CF3C6H4, C(Me):C(Me)CO2Et, etc.]. Using this approach, a formal synthesis of (S)-baclofen was completed in high yield and excellent enantioselectivity. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Computed Properties of 10472-24-9

The Article related to gamma functionalized cyclopentenone enantioselective preparation, cyclopentenone aryl boronic acid alkenyl triflate palladium relay heck, delta functionalized cycloheptenone enantioselective preparation, cycloheptenone aryl boronic acid alkenyl triflate palladium relay heck, asymmetric catalysis, c–c coupling, heck reaction, palladium and other aspects.Computed Properties of 10472-24-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On July 23, 2009, Hashimoto, Kazuki; Katoda, Wataru; Takahashi, Kazuhiko; Kurimoto, Ayumu published a patent.Name: Methyl 2-(3-formylphenyl)acetate The title of the patent was Preparation of adenine compounds. And the patent contained the following:

The title compounds I [A1 = (CH2)m; A2 = (CH2)n; R1 = alkyl; R2, R3 = H, alkyl; or NR2R3 = pyrrolidine, morpholine, piperidine, etc.; R4 = alkyl] are prepared by reacting (aminoalkyl)dihydropurinone derivatives with alkyl (3-formylphenyl)acetate in the presence of boron reducing agents. I are useful as pharmaceuticals (no data). Reaction of 6-amino-2-butoxy-9-(3-[(3-morpholin-4-ylpropyl)amino]propyl)-7,9-dihydro-8H-purin-8-one dimaleate with Me (3-formylphenyl)acetate in the presence of triethylamine and sodium triacetoxyborohydride gave Me (3-([[3-(6-amino-2-butoxy-8-oxo-7,8-dihydro-9H-purin-9-yl)propyl](3-morpholin-4-ylpropyl)amino]methyl)phenyl)acetate. The experimental process involved the reaction of Methyl 2-(3-formylphenyl)acetate(cas: 142327-44-4).Name: Methyl 2-(3-formylphenyl)acetate

The Article related to adenine derivative preparation pharmaceutical, aminobutoxyoxodihydropurinylpropylmorpholinylpropylaminomethylphenylacetate preparation, aminobutoxymorpholinylpropylaminopropyldihydropurinone reaction formylphenylacetate sodium triacetoxyborohydride, aminoalkyldihydropurinone derivative reaction formylphenylacetate boron reducing agent and other aspects.Name: Methyl 2-(3-formylphenyl)acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhang, Xue; Ling, Liang; Luo, Meiming; Zeng, Xiaoming published an article in 2019, the title of the article was Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization.Related Products of 141940-37-6 And the article contains the following content:

A straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates preferential addition of hydrogen to substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction was reported. This strategy enabled diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes such as I [R = 2-COMe, 4-pyrazolyl, 3-OTBS, etc.; R1 = CF2H, CF3] and saturated heterocycles, e.g. II, and even allowed formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicated that hydrogen preferentially attacked substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as reactive species, followed by either reversible or irreversible hydrogen addition to nonsubstitution sites. The experimental process involved the reaction of tert-Butyl (4-(trifluoromethyl)phenyl)carbamate(cas: 141940-37-6).Related Products of 141940-37-6

The Article related to difluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation, arene heteroarene cycloalkyl amino carbene rhodium catalyst dearomative reduction, trifluoromethyl cis cycloalkane saturated heterocycle diastereoselective preparation, heteroarene arene cycloalkyl amino carbene rhodium catalyst dearomative reduction and other aspects.Related Products of 141940-37-6

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

On May 28, 2009, Bennett, Nicholas J.; Mcinally, Thomas; Mochel, Tobias; Thom, Stephen; Tiden, Anna-Karin published a patent.Recommanded Product: 142327-44-4 The title of the patent was Preparation of pyrimidine derivatives for the treatment of various diseases. And the patent contained the following:

The title compounds I [R1 = alkyl, alkoxy, alkylthio;; R2 = II or III; R3 = H or alkyl; R4 = cycloalkyl, alkyl, alkenyl, alkynyl, etc.; X1 = O, S, NH or CH2; X2, X4 = a bond, O, S; R5, R51 = H or alkyl; R6 = (un)substituted alkyl or saturated heterocyclyl; j = 1-2; R7 = H, halo, OH, etc.; Z1 = alkylene or cycloalkylene; X3 = NR12, N(COR12), CONR12, etc.; Y1 = 0-2; Y1 = a bond, alkylene; A = monocyclic or bicyclic aryl or monocyclic or bicyclic heteroaryl containing 1-3 heteroatoms; R8 = (un)substituted alkyl; n = 0-2; R9 = halo, CN, OH, etc.; R12 = H, 3-8 membered (un)saturated heterocyclyl, alkyl, etc.], useful in the treatment of asthma, COPD, allergic rhinitis, allergic conjunctivitis, atopic dermatitis, cancer, hepatitis B, hepatitis C, HIV, HPV, bacterial infections and dermatosis, were prepared E,g. a multi-step synthesis of IV, starting from 2-amino-4-chloro-6-methylpyrimidine and pentylamine, was given. Exemplified compounds I were tested in human TLR7 assay. For example, IV showed pEC50 of 6.3. Pharmaceutical compositions comprising the compound I, alone or in combination with other therapeutic agent, were disclosed. The experimental process involved the reaction of Methyl 2-(3-formylphenyl)acetate(cas: 142327-44-4).Recommanded Product: 142327-44-4

The Article related to pyrimidine pyrimidinediamine preparation antiasthmatic antitumor antibacterial antiaids, copd allergic rhinitis conjunctivitis atopic dermatitis treatment pyrimidinediamine preparation, hepatitis b c hiv hpv dermatosis treatment pyrimidinediamine preparation, toll like receptor tlr 7 modulator pyrimidine pyrimidinediamine preparation and other aspects.Recommanded Product: 142327-44-4

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics