Tag: 100-200

On April 2, 1999, Akazome, Motohiro; Takahashi, Toshiaki; Ogura, Katsuyuki published an article.Formula: C7H14O3 The title of the article was Enantiomeric Inclusion of α-Hydroxy Esters by (R)-(1-Naphthyl)glycyl-(R)-phenylglycine and the Crystal Structures of the Inclusion Cavities. And the article contained the following:

A simple dipeptide, (R)-(1-naphthyl)glycyl-(R)-phenylglycine [(R,R)-I], formed inclusion compounds with several α-hydroxy esters with high enantioselectivity. By crystallization of a mixture of the dipeptide I and racemic MeCH(OH)CO2Me [(RS)-II] from methanol, asym. recognition occurred to give an inclusion compound that contains S-II in 89% ee. X-ray crystallog. study of the inclusion compound elucidated that the dipeptide mols. arrange in a “folded antiparallel” β-sheetlike structure to accommodate the α-hydroxy ester in the pocket-type cavity surrounded by naphthyl and Ph groups on the sheet. Similarly, MeCH(OH)CO2Et and dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone were included with high enantioselectivity of the S form. When bulkier Me3CCH(OH)CO2Me was used as a guest mol., the arrangement of dipeptide mols. changed to an “extended antiparallel” mode, where the naphthyl and Ph groups arranged in a “parallel stacked and displaced” mode and a channel-type cavity was constructed. The guest mols. were accommodated via hydrogen bonding in the channel-type cavity with high enantioselectivity of the S form (82% ee). In the case of Me2CHCH(OH)CO2Me [(RS)-III], optically pure (S)-III formed the dipeptide sheet with the “folded antiparallel” structure by cocrystn. with I, while the “extended antiparallel” structure appeared in the inclusion of (RS)-III. The experimental process involved the reaction of Methyl 2-hydroxy-3,3-dimethylbutanoate(cas: 121129-31-5).Formula: C7H14O3

The Article related to enantioselective inclusion hydroxy ester naphthylglycylphenylglycine, stereoselective crystallization hydroxy ester naphthylglycylphenylglycine, crystal structure hydroxy ester naphthylglycylphenylglycine inclusion complex, hydrogen bond hydroxy ester naphthylglycylphenylglycine inclusion complex and other aspects.Formula: C7H14O3

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

Wu, Binyu; Wen, Xiaolu; Chen, Hongbing; Hu, Lin published an article in 2021, the title of the article was N-Nosyl-O-bromoethyl hydroxylamine acts as a multifunctional formaldehyde, formaldimine, and 1,2-oxazetidine surrogate for C-C and C-O bond-forming reactions.Application of 10472-24-9 And the article contains the following content:

N-Nosyl-O-bromoethyl hydroxylamine, a bench stable solid, could function as a novel formaldehyde, formaldimine and 1,2-oxazetidine surrogate under DBU basic conditions were described. By merely using this simple reagent, a broad range of synthetically useful β-aminomethyl ketones I [R1 = Me, Ph, 2-furyl, etc.; R2 = Me, Et, allyl, Bn; R1R2 = (CH2)3, (CH2)4, (CH2)5, etc.; R3 = Ac, CO2Me, CO2Et, SO2Ph] and α-hydroxymethyl ketones II [R4 = Me, Et, allyl, Bn; Q = (CH2)n, n = 1,2], as well as chiral α-alkoxyl indanone carboxylates III [R5 = H, 4-MeO, 5-F, etc.; X = OCH2CH2] and α-aminomethyl indanone carboxylates III [X = CH2] could be divergently obtained via chemo- and stereoselective aldol, Mannich or umpolung C-O bond-forming reactions. The challenging catalytic asym. Mannich reaction of formaldimine equivalent was also realized with moderate enantioselectivities. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Application of 10472-24-9

The Article related to aminomethyl ketone preparation, nosyl bromoethyl hydroxylamine benzoyl acetate bond formation, hydroxymethyl ketone preparation, hydroxy ketone nosyl bromoethyl hydroxylamine bond formation, carboxylate indanone hydroxymethyl preparation enantioselective chemoselective, alkoxyl indanone carboxylate preparation enantioselective chemoselective and other aspects.Application of 10472-24-9

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

Burghart-Stoll, Heike; Brueckner, Reinhard published an article in 2012, the title of the article was Total Syntheses of the Gregatins A-D and Aspertetronin A: Structure Revisions of These Compounds and of Aspertetronin B, Together with Plausible Structure Revisions of Gregatin E, Cyclogregatin, Graminin A, the Penicilliols A and B, and the Huaspenones A and B.Category: esters-buliding-blocks And the article contains the following content:

Comprehensive comparisons of 1H and 13C NMR chem. shift values in the furanone cores a, b, and c provide plausible support for a reassessment of the furanone nuclei of the title compounds from b to c. Total syntheses via enantiomerically pure lactic esters were based on the Seebach-Frater “self-reproduction of stereocenters” methodol. Attachment of the hexadienyl side-chain in a trans,trans-selective manner was achieved by addition of the Seebach-Frater enolate to trans-hex-4-en-1-al rather than to trans-hex-3-en-1-al. The type-c furanone cores of the synthetic materials were reached by single or double acylation of model γ-hydroxy-β-oxo ester I and its hexadiene-containing counterpart II. Our syntheses confirmed the novel connectivities in six compounds In addition, they required revision of the configuration of a quaternary carbon atom in five cases. Moreover, they allowed elucidation of the configurations of four previously unassigned stereocenters. Hindsight analyses of why the furanone cores of the title compounds had been misinterpreted as a and/or b instead of c are given. Why the stereocenters in the heterocycles had been incorrectly configured, on the bases (a) of relay studies in the 1960s, and (b) of a 1984 total synthesis of gregatin B, is also discussed. The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Category: esters-buliding-blocks

The Article related to synthesis lactic ester gregatin aspertetronin, mol structure revision gregatin graminin aspertetronin penicilliol huaspenone cyclogregatin, nmr chem shift mol structure revision furanone derivative, seebach frater self reproduction stereocenters methodol synthesis gregatin aspertetronin, hexadienyl side chain addition trans selective manner and other aspects.Category: esters-buliding-blocks

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 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

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

Sartorius, Frank; Trebing, Marc; Brueckner, Charlotte; Brueckner, Reinhard published an article in 2017, the title of the article was Reducing Diastereomorphous Bis(phosphane oxide) Atropisomers to One Atropisomerically Pure Diphosphane: A New Ligand and a Novel Ligand-Preparation Design.Application of 3976-69-0 And the article contains the following content:

1,1′-Biphenyl-2,2′-diphosphines with an achiral bridge spanning C-5 and C-5′ form atropisomers that are enantiomers. Accessing them in an atropisomerically pure form requires resolving a racemic mixture thereof or of a bis(phosphine oxide) precursor. 1,1′-Biphenyl-2,2′-diphosphines with a homochiral bridge spanning C-5 and C-5′ form atropisomers that are diastereomers. Synthesized the first compound of this kind (1) atropselectively and (2) under thermodn. control-seemingly a first-time exploit in diphosphine synthesis. The selectivity-inducing step was a high-temperature reduction of two non-interconverting bis(phosphine oxide) atropisomers (60:40 mixture). It furnished the desired diphosphine atropisomerically pure (and atropconvergently because the yield was 67 %). This diphosphine proved worthwhile in Tsuji-Trost allylations, the Hayashi addition of phenylboronic acid to cyclohexenone, and the asym. hydrogenation of Me acetoacetate (up to 95 % yield and 95 % ee). The experimental process involved the reaction of (R)-Methyl 3-hydroxybutanoate(cas: 3976-69-0).Application of 3976-69-0

The Article related to diastereomorphous phosphine oxide atropisomer atropisomerically pure diphosphine ligand design, biphenyl diphosphine atropisomer preparation catalyst tsuji trost allylation, hayashi addition phenylboronic acid cyclohexenone biphenyl diphosphine catalyzed, asym hydrogenation methyl acetoacetate biphenyl diphosphine catalyzed and other aspects.Application of 3976-69-0

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