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2-CHLORO-MANDELIC ACID METHYL ESTER, also known as (R)-Methyl 2-Chloromandelate, is an organic compound that serves as an intermediate in the synthesis of pharmaceuticals. It is characterized by the presence of a chloromandelate group attached to a methyl ester, which contributes to its chemical properties and reactivity.

32345-59-8

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32345-59-8 Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-MANDELIC ACID METHYL ESTER is used as an intermediate in the synthesis of Clopidogrel Carboxylic Acid [Methyl (R)-o-chloromandelate] Ester (C587320), which is an impurity of Clopidogrel (C587250). Clopidogrel is an antithrombotic agent, a medication that helps prevent blood clots from forming. The synthesis of this intermediate is crucial for the production of Clopidogrel, ensuring the availability of this important medication for treating conditions such as stroke, heart attack, and peripheral arterial disease.

Check Digit Verification of cas no

The CAS Registry Mumber 32345-59-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,3,4 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 32345-59:
(7*3)+(6*2)+(5*3)+(4*4)+(3*5)+(2*5)+(1*9)=98
98 % 10 = 8
So 32345-59-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H9ClO3/c1-13-9(12)8(11)6-4-2-3-5-7(6)10/h2-5,8,11H,1H3/t8-/m1/s1

32345-59-8 Well-known Company Product Price

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  • TCI America

  • (M2382)  Methyl 2-Chloro-D-mandelate  >98.0%(GC)

  • 32345-59-8

  • 5g

  • 990.00CNY

  • Detail
  • TCI America

  • (M2382)  Methyl 2-Chloro-D-mandelate  >98.0%(GC)

  • 32345-59-8

  • 25g

  • 3,750.00CNY

  • Detail

32345-59-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl (R)-2-hydroxy-2-(2-chlorophenyl)acetate

1.2 Other means of identification

Product number -
Other names Benzeneacetic acid,2-chloro-a-hydroxy-, methyl ester, (aR)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32345-59-8 SDS

32345-59-8Relevant articles and documents

Calcium(II)-mediated resolution of methyl o-chloromandelate with chiral O,O′-dibenzoyltartaric acid in preparative scale

Xu, Hong-Wu,Wu, Li-Huan,Ren, Qiang,Liu, Cui-Yu,Yan, Guan-Qing

, p. 19 - 22 (2019)

We report here the coordination-mediated resolution of methyl o-chloromandelate, which is a key intermediate for clopidogrel, in preparative scale. The reaction of CaO, optically pure (2R, 3R)-O,O′-dibenzoyltartaric acid, and methyl o-chloromandelate in ethanol solution afforded a mixed-ligands calcium(II) complex that was further purified by stirring of the crystals in hot methanol. Methyl (R)-o-chloromandelate was obtained in good enantiomeric excess value (>99.5%) and yield (71%) by treatment of the complex with acid. At the same time, (2R, 3R)-O,O′-dibenzoyltartaric acid was recovered in 72% yield. In addition, methyl (S)-o-chloromandelate was obtained in good enantiomeric excess value (>99.5%) and yield (73%) by recovery from the mother liquor and resolution with the same procedure for methyl (R)-o-chloromandelate, except that (2S, 3S)-O,O′-dibenzoyltartaric acid was used as the resolving reagent.

Improved o-chlorobenzoylformate bioreduction by stabilizing aldo-keto reductase YtbE with additives

Xu, Yan-Peng,Guan, Yue Hugh,Yu, Hui-Lei,Ni, Yan,Ma, Bao-Di,Xu, Jian-He

, p. 108 - 114 (2014)

Asymmetric reduction of methyl o-chlorobenzoylformate (CBFM) using aldo-keto reductase YtbE is a potentially cost-effective and green technology in manufacturing methyl (R)-o-chloromandelate which is a key intermediate for synthesizing (S)-clopidogrel (a

Thienopyridine derivative, preparation method and application thereof

-

Paragraph 0056-0057, (2021/05/12)

The invention relates to a thienopyridine derivative, a preparation method and application thereof. The thienopyridine derivative has a structure shown in the formula (I), wherein the group R1, R2, R3, R4, X1, X2 or X3 and m, n and w are as defined in the

Application of the redox system of Nocardia corallina B-276 in the enantioselective biotransformation of ketones and alcohols

Alvarez, Norberto Manjarrez,Pérez Méndez, Herminia I.,Oba, Aida Solís,Cabello, Lucía Ortega,Lara Carvajal, María T.,Valencia Ledezma, Omar E.,Martínez-Casares, Rubria M.

, p. 279 - 290 (2020/06/01)

The aim of this research was to evaluate the redox system of Nocardia corallina B-276 in the biotransformation of 1-phenyl-1-propanone (1a), 2-hydroxy-1-phenylethanone (2a) and methyl (2-chlorophenyl)(oxo)acetate (3a) into 1-phenylpropan-1-ol (1b), 1-phenyl-1,2-ethanediol (2b) and methyl (2-chlorophenyl)(hydroxy)acetate (3b). The biomass of N. corallina was obtained in a liquid medium with an initial pH of 8.50, but the pH changed during the 96 h of the culture media, the final pH was between 4.74 and 7.62. The N. corallina biomass biocatalyzed the enantioselective reduction of 1a–3a to the corresponding alcohols. Whereas, during the process of oxidation of the rac-alcohols 1b–3b, 1b was oxidized in enantioselective way, the oxidation of 2b was not selective, but 3b was biotransformed mainly to (R)-3b. These results are indicative that N. corallina produced reductases and oxidases, whereby the biocatalytic activity was influenced by the final pH of the culture media, the reaction time and structure of the substrate.

A preparation method of clopidogrel hydrogen sulfate type II

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Paragraph 0097-0100; 0116; 0117, (2019/07/11)

The invention discloses a preparation method of clopidogrel hydrogen sulfate type II. The method comprises the following steps: (4) taking clopidogrel free alkali as a raw material, and reacting the clopidogrel free alkali with (1R)-(-)-10-camphorsulfonic acid in a reaction solvent to obtain clopidogrel camphorsulfonate, and hydrolyzing under an alkaline condition to obtain clopidogrel free alkali; and then preparing the clopidogrel hydrogen sulfate type II by taking the clopidogrel free alkali obtained in the step (4) as a raw material. The synthetic route is simple, the used solvent is cheap, the cost is saved, the generation of waste liquid is reduced, the recycling of the solvent is improved, and the prepared clopidogrel hydrogen sulfate type II has the characteristics of high purity,good quality, high yield, good stability, suitability for industrial mass production and the like.

A preparation method of clopidogrel hydrogen sulfate type II

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Paragraph 0114-0117; 0131-0138, (2019/07/11)

The invention discloses a preparation method of clopidogrel hydrogen sulfate type II. According to the method, clopidogrel hydrogen sulfate type II is prepared by taking clopidogrel free alkali as a raw material, and a preparation method of clopidogrel free alkali comprises the following steps: (1) preparing a reaction mixed solution of R-chloromandelic acid methyl ester by the reaction of R-chloromandelic acid and methanol in an organic solvent and in the presence of a catalyst; (2) mixing the reaction mixed solution of R-chloromandelic acid methyl ester with an organic base and a catalyst, reacting in the presence of benzenesulfonyl chloride to obtain a reaction mixed solution of methyl 2-benzenesulfonyl-2-chlorophenylacetate; (3) mixing the reaction mixed solution of methyl 2-benzenesulfonyl-2-chlorophenylacetate obtained in the step (2) with 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride and potassium carbonate for reaction to obtain the clopidogrel free alkali. According to the method, the solvent does not need to be supplemented in the last two steps, the solvent is directly used, and the reaction liquid concentration time is saved.

Discovery of 7-hydroxyaporphines as conformationally restricted ligands for beta-1 and beta-2 adrenergic receptors

Ku, Angela F.,Cuny, Gregory D.

supporting information, p. 353 - 356 (2018/03/08)

A series of (-)-nornuciferidine derivatives was synthesized and the non-natural enantiomer of the aporphine alkaloid was discovered to be a potent β1- and β2-adrenergic receptor ligand that antagonized isoproterenol and procaterol induced cyclic AMP increases from adenylyl cyclase, respectively. Progressive deconstruction of the tetracyclic scaffold to less complex cyclic and acyclic analogues revealed that the conformationally restricted (6a-R,7-R)-7-hydroxyaporphine 2 (AK-2-202) was necessary for efficient receptor binding and antagonism.

Optically active 2-hydroxy tetrahydro Thienopyridine derivatives and process for their preparation and use

-

Paragraph 0058; 0061-0063, (2017/01/23)

The invention provides an optically active 2-hydroxyltetrahydrothienopyridine derivative shown by formula I, or a pharmaceutically acceptable salt, solvate, polycrystal, enantiomer or racemization mixture thereof, wherein in the formula I, R1 is F, Cl, Br

Improved apparent enantioselectivity of a hydrolase by sequential hydrolysis and racemization

Gu, Jiali,Ye, Lidan,Guo, Fei,Lv, Xiaomei,Lu, Wenqiang,Yu, Hongwei

supporting information, p. 1489 - 1491 (2015/03/14)

Further improvement of the enantioselectivity of hydrolases with moderate enantioselectivity is of important significance to fulfill the requirement in industrial application. Herein, a strategy based on sequential hydrolysis and racemization was adopted, using esterase BioH from Escherichia coli as an example. After coupling with a mandelate racemase, the E value of esterase BioH toward methyl (S)-o-chloromandelate was enhanced from 73 to 162, demonstrating the effectiveness of this strategy.

PHENYL CARBAMATE COMPOUNDS FOR USE IN PREVENTING OR TREATING PEDIATRIC EPILESY AND EPILESY-RELATED SYNDROMES

-

Page/Page column 40, (2014/09/29)

The present invention provides a pharmaceutical composition for preventing and/or treating a pediatric epilepsy or epilepsy-related syndrome comprising the phenyl carbamate compound as an active ingredient, and a use of the phenyl carbamate compound for p

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