141109-16-2

Basic information

• Product Name: (R)-(-)-2-CHLOROPHENYLGLYCINE METHYL ESTER
• Synonyms: (R)-(-)-2-CHLOROPHENYLGLYCINE METHYL ESTER;Benzeneacetic acid, a-aMino-2-chloro-, Methyl ester, (aR)-
• CAS NO: 141109-16-2
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.63
• Product Categories: chiral
• Mol File: 141109-16-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 270.097 °C at 760 mmHg
• Flash Point: 117.151 °C
• Appearance: /
• Density: 1.258 g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.551
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Sligh
• CAS DataBase Reference: (R)-(-)-2-CHLOROPHENYLGLYCINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-CHLOROPHENYLGLYCINE METHYL ESTER(141109-16-2)
• EPA Substance Registry System: (R)-(-)-2-CHLOROPHENYLGLYCINE METHYL ESTER(141109-16-2)

Safety Data

• Hazardous Substances Data: 141109-16-2(Hazardous Substances Data)

Usage

General Description

"(R)-(-)-2-Chlorophenylglycine Methyl Ester is a synthetic chemical compound often used in pharmaceutical and chemical research. It is a type of non-proteinogenic amino acid, meaning it is not directly involved in coding for DNA but can be used in the biosynthesis of secondary metabolites. Importantly, this compound can be utilized as a starting material for the synthesis of a variety of significant bioactive molecules. It is noteworthy that "(R)-(-)-2-Chlorophenylglycine Methyl Ester" refers to the specific structure of the molecule, indicating its configuration in three-dimensional space. Chemical safety and handling precautions should be followed when dealing with this or any other similar compound.

InChI:InChI=1/C9H10ClNO2/c1-13-9(12)8(11)6-4-2-3-5-7(6)10/h2-5,8H,11H2,1H3/t8-/m1/s1

Upstream product

• 86169-24-6 2-amino-(2-chlorophenyl)ethanoic acid 
• 141109-14-0 2-(2-chlorophenyl)glycine methyl ester hydrochloride 
• 67-56-1 methanol 
• 1253091-76-7 methyl 2-((tert-butoxycarbonyl)amino)-2-(2-chlorophenyl)acetate 
• 1233361-76-6 L-(+)-tartaric acid salt of α-amino-(2-chlorophenyl)acetic acid methyl ester 

Downstream Products

• 92233-10-8 Acide (o-chlorophenyl)-2 methyl-4 aza-3 pentanedioique-1,5 
• 141109-15-1 2-chlorophenylglycine methyl ester L-(+)-tartaric acid 
• 141109-18-4 (S)-(+)-α-(2-thienylethylamino)-α-(2-chlorophenyl)acetic acid methyl ester hydrochloride 
• 120202-66-6 (S)-(+)-clopidogrel bisulfate 
• 141109-14-0 methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate 
• 113665-84-2 (S)-(+)-clopidogrel 
• 34966-49-9 methyl 2-chlorobenzoylformate 
• 1396607-35-4 methyl (S)-(+)-2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridine-6(7H)-yl)acetate hydrochloride 
• 144750-52-7 methyl 2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridine-6(7H)-yl)acetate hydrochloride 
• 1396841-05-6 methyl (S)-(+)-2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)acetate 
• 144457-43-2 methyl 2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)acetate 
• 1314028-89-1 methyl (S)-(+)-2-(2-(thiophen-3-yl)ethylamino)-2-(2-chlorophenyl)acetate 
• 1427465-90-4 methyl 2-(2-(thiophen-3-yl)ethylamino)-2-(2-chlorophenyl)acetate 
• 1423136-84-8 methyl 4-benzoyl-2-(2-chlorophenyl)-5-(4-nitrophenyl)-2,5-dihydro-1H-pyrrole-2-carboxylate 

Relevant articles and documents

Asymmetric Hydrocyanation of N-Phosphinoyl Aldimines with Acetone Cyanohydrin by Cooperative Lewis Acid/Onium Salt/Br?nsted Base Catalysis

α-Amino acids are of fundamental importance for life. Both natural and artificial α-amino acids also play a crucial role for pharmaceutical purposes. The catalytic asymmetric Strecker reaction still provides one of the most attractive strategies to prepare scalemic α-amino acids. Here we disclose a new concept for Strecker reactions, in which an achiral Br?nsted base cooperates with a Lewis acid and an aprotic ammonium salt, which are both arranged in the same chiral catalyst entity. The described method could successfully address various long-standing practical issues of this reaction type. The major practical advantages are that (1) the N-protecting group is readily removable, (2) acetone cyanohydrin is attractive as cyanation reagent in terms of atom economy and cost efficiency, (3) an excess of the cyanation reagent is not necessary, (4) the new method does not require additives and (5) is performed at ambient temperature.

Preparation method of sulfonic clopidogrel impurity

The invention discloses a preparation method of a sulfonic clopidogrel impurity. The preparation method comprises the following steps: reacting thiophene-2-ethanol with toluenesulfonyl chloride to generate p-toluenesulfonic acid-2-thienylethyl ester; carrying out esterification on o-chlorophenylglycine and methanol to generate o-chlorophenylglycine methyl ester; resolving the o-chlorophenylglycinemethyl ester by using L(+) tartaric acid; converting into free S-(+)-o-chlorophenylglycine methyl ester in dichloromethane; carrying out a condensation reaction on the p-toluenesulfonic acid-2-thienylethyl ester and the S-(+)-o-chlorophenylglycine methyl ester under an alkaline condition; acidifying the obtained product to generate (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate, carrying out a condensation reaction on the (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate and formaldehyde to obtain clopidogrel, and carrying out a reaction on the clopidogrel and chlorosulfonicacid to generate sulfonic clopidogrel impurity. The preparation method of the sulfonic clopidogrel impurity has the advantages of mild reaction conditions, accessible raw materials, low cost and highyield and purity.

A compound clopidogrel hydrogensulfate method for the preparation of

The invention relates to a preparation method of clopidogrel disulfate. The preparation method comprises the following steps of step one. carrying out esterification reaction, namely preparing (+/-) DL-2-Chlorophenylglycine methyl ester; step two. carrying out splitting reaction, namely preparing (+) DL-2-Chlorophenylglycine methyl ester; step three. carrying out activating reaction, namely preparing alpha-thiophene ethanol p-toluenesulfonates; step four. carrying out substitution reaction, namely preparing (+) alpha-(2-thiophene ethylamino)-2-(2-chlorobenzene) methyl acetate hydrochloride; step five. carrying out ring closing reaction, namely preparing clopidogrel; and step six. carrying out salt-forming reaction, namely preparing the clopidogrel disulfate. The preparation method has the advantages that the preparation technology is optimized and improved, reaction conditions are mild, the splitting and the racemization are truly and synchronously carried out, and an obtained crude product has high specific rotation; a catalyst is used in the substitution reaction, so that the reaction time is shortened; the ring closing reaction is carried out at 40 DEG C under the condition of avoiding light, so that the purity of the product is relatively high; and the period of the whole synthetic route is shortened, the aftertreatment operation is simple, and therefore, the preparation method is suitable for mass production.