Esters-buliding-blocks

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 72338-48-8 as follows. category: esters-buliding-blocks

2.98 g of amantadine was dissolved in 15 mL of DMF, and 5.5 g of ethyl bromododecanoate and 4.9 g of K2CO3 were added.Reaction at 60 C for 16 hours;Then diluted with 100 mL of water and extracted with ethyl acetate (3¡Á50 mL);After the organic phase is combined, it is dried with sodium, and then the solid is filtered off.The filtrate is concentrated in vacuo and purified to give a yellow oil, 12-(adamantyl)aminododecanoate;

According to the analysis of related databases, 72338-48-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Agricultural University; Wang Zhanhui; Jiang Haiyang; Wen Kai; Shen Jianzhong; Zhang Xiya; Chen Chaochao; Duan Changfei; Yu Wenbo; Yu Xuezhi; (17 pag.)CN110105232; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1236357-65-5, name is Methyl 1-(4-bromophenyl)cyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H13BrO2

To a 25 mL round-bottom t1ask purged with and maintained under an inertatmosphere of nitrogen was added (1 S,4S,5R)-.5-[ [ 5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2- oxazol-4-yl]methoxy ]-2-az.abicyclo[ 2.2.l]heptane hydroiodide salt l2dd (200 mg, 0.3943rnmol, 1.00 equiv.), Tol (lO mL), methyll-(4-bromophenyl)cyclobui:me-1-carboxylate 150b(212 mg, 0.79 mmol, 2.0 equiv.), Ru-Phos-Precatalyst (89 mg, 0.10 mmol, 0.25 equiv.),RuPhos (89 mg), and Cs2C01 (516 mg, 1.58 mmol, 4.00 equiv.). The resulting mixture was5 stirred at ll 0 C overnight and concentrated under vacuum. The residue vvas puriiled bysilica gel column chromatography eluting with ethyl acetate/petroleum ether (l/5) to affordmethyl 1-[4-[ (l S,4S,5R)-5-[ [ 5-cyclopropyl-3-(2,6-dichlorophenyl)- L2-oxazol-4-y l]methoxy ]-2-azabicydo[2.2.1]heptan-2-yl]pheny l]cyclobutane-1-carboxy late 150c (140rng, 63~”0) as a light yellow oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1236357-65-5.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 403-33-8, A common heterocyclic compound, 403-33-8, name is Methyl 4-fluorobenzoate, molecular formula is C8H7FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Various benzohydrazides 5-7 and 9-13 were obtained accordingto known procedures [40,65] except for benzohydrazides 4and 8 which were commercially available. A solution of the methylbenzoate (1 equiv) in ethanol was added dropwise to 65% hydrazinemonohydrate (5 equiv). The reaction mixture was then heatedunder reflux and stirred overnight. The reaction progress was followedup by TLC. Crude product was collected by filtration aftercooling of the reaction medium and finally washed with coldethanol unless specified otherwise. The desired benzohydrazides were used without any further purification.The analysis of spectral data (1H and 13C NMR), the yields, HRMS,Mp and Rf of these precursors are presented in SupplementaryInformation.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Ameryckx, Alice; Thabault, Leopold; Pochet, Lionel; Leimanis, Serge; Poupaert, Jacques H.; Wouters, Johan; Joris, Bernard; Van Bambeke, Francoise; Frederick, Raphael; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 324 – 338;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 7-aminoheptanoate hydrochloride

(b) Carbostyril-6-sulfonyl chloride (corresponding to 54) (138mg, 0.57mmol) and then subsequently Et3N (114mg, 3.24mmol) in CH2Cl2 (0.5ml) were added to a solution of 7-aminoheptanoic acid methyl ester hydrochloride (142mg, 0.73mmol) in CH2Cl2 (2ml) at room temperature. The reaction mixture was stirred for 16h at room temperature. H2O (10ml), AcOEt (10ml), and n-hexane (10ml) were then sequentially added to the mixture. The precipitate was gathered, washed with H2O, and dried to afford a pink solid (127mg, 0.35mmol, y. 61%). 1H NMR (300MHz/DMSO-d6) delta 1.15-1.20 (4H, m, CH2¡Á2), 1.29-1.44 (4H, m, CH2¡Á2), 2.22 (2H, t, J=7.2Hz, CH2), 2.72 (2H, q, J=6.0Hz, NCH2), 3.56 (3H, s, OCH3), 6.61 (1H, d, J=9.6Hz, CH=), 7.43 (1H, d, J=8.7Hz ArH), 7.53 (1H, t, J=5.9Hz, NH), 7.84 (1H, dd, J=8.7, 2.1Hz ArH), 8.07 (1H, d, J=9.6Hz, CH=), 8.13 (1H, d, J=2.1Hz, ArH), 12.01 (1H, br, NH).

According to the analysis of related databases, 17994-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tashima, Toshihiko; Murata, Hiroaki; Kodama, Hidehiko; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3720 – 3731;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 609-08-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 609-08-5 as follows.

Test tube equipped with a stir bar N- fluoro bis (methanesulfonyl) imide (38.2 mg, 0.2 mmol) and 1,2 g of dichloroethane (1.0 mL), at room temperature, and dissolved.Then, the same solution of 2-methylmalonic acid diethyl (17.4 mg, 0.1 mmol) and tetra -iso- propoxy orthotitanate (0.016 mL, 0.05 mmol) was added and subjected to room temperature, 12 hours .After completion of the reaction, addition of water, dichloromethane extraction (3 times), the combined organic layers washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give a crude product. The resulting crude product was used hexafluorobenzene as internal standard in 19F-NMR measurement, 2-fluoro-2-methyl-diethyl malonate quantitatively the desired product was produced.Then purified by silica gel column chromatography (ethyl acetate / hexane = 10/90 vol / vol) ,to obtain purified 2-fluoro-2-methyl-malonic acid diethyl (7) as a colorless transparent liquid (18.7 mg, 0 .097mmol, 97% yield).

According to the analysis of related databases, 609-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NAGOYA INSTITUTE OF TECHNOLOGY; TOSOH F-TECH INCORPORATED; SHIBATA, NORIO; KAGAWA, TAKUMI; (11 pag.)JP2016/23178; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 59247-47-1, These common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

INTERMEDIATE 1(R>4-[2-(4-CHLOROPHENYL)-l-PROPYLETHAN-2-ONE-l-YL]BENZOIC ACID TERT-BUTYL ESTER15 Step A. tert-Butyl 4-[2-f4-Chlorophenyl)-l-propylethan-2-one-l-yllbenzoateA 3-neck flask was charged with NaOtBu (2.85 g, 28.6 mmol) and dry THF (50 mL) under nitrogen. Tris(dibenzylideneacetone)dirhoaIladium(0) (0.26 g, 0.28 mmol) and (S)-ToI- Binap (0.47 g, 0.69 mmol) were then added under nitrogen. After stirring for 15 min, l-(4-20 chlororhohenyl)rhoentan-l-one (4.21 g, 21.0 mmol) was added, followed by tert-butyl 4- bromobenzoate (5.0 g, 19.1 mmol) under nitrogen. The mixture was heated at 6O0C for 8 hours. The mixture was diluted with heptane (100 mL) and poured into a solution of saturated NaHCO3 (aq) (60 mL) and ice (40 g). The resulting layers were separated, and the aqueous phase was back-extracted with methyl tert-butyl ether (50 mL). The combined organics were washed with25 saturated NaHCO3 (aq) then 10percent NaCl (aq). The organic solution was filtered through a bed of MRL DOB-0000Ssilica 60 (84 g, wetted with 1 : 1 methyl tert-butyl ether/heptane), and washed with 1 : 1 methyl tert-butyl ether/heptane (600 mL). The combined filtrate was concentrated to afford an orange oil that was used directly for the next step: 1H NMR (500 MHz, CDCl3): delta 7.91 (d, J – 8.1 Hz5 2 H); 7.86 (d, J = 8.4 Hz, 2 H); 7.35 (d, J = 8.4 Hz5 2 H); 7.32 (d, J = 8.2 Hz, 2 H); 4.53 (t, J = 5 7.2 Hz5 1 H); 2.19-2.09 (m, 1 H); 1.85-1.76 (m. 1 H); 1.56 (s, 9 H); 1.35-1.18 (m, 2 H); 0.91 (t, J = 7.3 Hz, 3 H); LCl: 1.35 min. (M-tBu+H) = 317.

The synthetic route of 59247-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIN, Songnian; STEVENSON, Christian, P.; PARMEE, Emma, R.; XU, Libo; LIAO, Xibin; METZGER, Edward; LIANG, Rui; ZHANG, Fengqi; STELMACH, John, E.; WO2010/30722; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C7H12O3

Description 52Ethyl 3-(tosyloxy)cyclobutanecarboxylate (D52)TsOTo a solution of ethyl 3-hydroxycyclobutanecarboxylate (800 mg) in DCM (40 mL) was added TsC1 (1.14 g) and pyridine (0.898 mL) at RT. The mixture was then stirred at RT overnight. The mixture was washed with water (2×20 mL). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum to leave the crude as yellow oil, which was purified byflash chromatography (silica gel, petroleum ether/EtOAc = 20:1) to afford the title compound (600mg) as colorless oil. MS (ESI): C14H1805S requires 298; found 299 [M+H].

The synthetic route of Ethyl 3-hydroxycyclobutanecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18595-18-1 as follows. SDS of cas: 18595-18-1

To a solution of 6,7-bis-(2-methoxy-ethoxy)-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid (0.1 g, 0.30 mmol) in DMF (5 mL) was added HATU (0.137 g, 0.36 mmol) (Aldrich), triethylamine (0.1 mL, 0.72 mmol) (Fluka) and 3-amino-4-methyl-benzoic acid methyl ester (0.059 g, 0.36 mmol) (TCI). The reaction mixture was stirred at room temperature for 18 hours. Then, water (5 mL), saturated aqueous sodium bicarbonate solution (5 mL) and ethyl acetate (10 mL) were added. After mixing, the precipitate was filtered under vacuum and washed with ethyl acetate. The resulting solid was dried under air to provide 3-{[6,7-bis-(2-methoxy-ethoxy)-2-oxo-1,2-dihydro-quinoline-3-carbonyl]-amino}-4-methyl-benzoic acid methyl ester(1-phenyl-propyl)-amide. (Yield 0.064 g, 55%). HR-MS (ES+) m/z Calculated for C25H29N2O8 ([M+H]+): 485.1919. Found: 485.1919.

According to the analysis of related databases, 18595-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen; US2012/184548; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 17205-02-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17205-02-6 name is Ethyl 3-hydroxycyclobutanecarboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[0729] To a solution of ethyl 3-hydroxycyclobutanecarboxylate (10.2 g, 78.4 mmol) in dry pyridine (56.5 mL) at ooC., TsCI (14.9 g, 78.4 mmol) was added portionwise. Theresulting mixture was stirred at rt overnight. The reactionmixture was concentrated under reduced pressure and theresidue obtained was dissolved in EtOAc (100 mL) andsequentially washed with 2 N HCI (100 mL), saturatedNaHC03 (100mL)andwater(100mL). TheEtOAclayerwasdried over Na2S04 , filtered, and concentrated to obtain ethyl3-(tosyloxy)cyclobutanecarboxylate as a pale yellow oil,which was used in the next step without further purification.[0730] To a solution ethyl 3-(tosyloxy)cyclobutanecarboxylate (6.0 g, 20 mmol, as prepared above) in anhydrousMEK(20mL), Nal (7.5 g, 50mmol)was added. Theresultingmixture was heated at 120 C. for 4 h in a microwave reactor.The reaction mixture was concentrated and water (50 mL)was added. The resultant mixture was extracted with ether(100mL) and washed with 10% Na2 S 20 3 (50mL) and water(50 mL). The ether layer was separated, dried over Na2S04 ,filtered, and concentrated. The residue was distilled underreduced pressure to obtainthe title compound 43a as a cis andtrans mixture. 1 H-NMR (400 MHz, CDCI 3 ) o (ppm): 4.66(quin, 1=7.2 Hz, lH), 4.30-4.48 (m, 2H), 4.02-4.24 (m, 6H),3.30-3.49 (m, lH), 3.03-3.21 (m, 2H), 2.64-3.02 (m, 12H),1.18-1.34 (m, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-hydroxycyclobutanecarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 105-76-0, These common heterocyclic compound, 105-76-0, name is Dibutyl maleate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 6 Dibutyl N-Hydroxyaspartate Hydroxylamine free base (50% aqueous solution, 8.0 g, 0.12 mol) was added dropwise to dibutyl maleate (25.0 g, 0.1 mol) in a 3-neck 250 ml flask blanketed with nitrogen. The reaction temperature was maintained below 55 C. with an ice bath. The mixture was stirred for 30 minutes. The gas liquid chromatography (GLC) analysis of the reaction mixture indicated 96% conversion of dibutyl maleate. The NMR analysis showed that the reaction mixture contained dibutyl N-hydroxyaspartate in greater than 95% purity.

The synthetic route of 105-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Celanese Corporation; US5322948; (1994); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics