78437-40-8

Basic information

• Product Name: methyl 2-chloro-3-(4-methoxyphenyl)-3-oxopropionate
• Synonyms: methyl 2-chloro-3-(4-methoxyphenyl)-3-oxopropionate
• CAS NO: 78437-40-8
• Molecular Weight: 242.659
• Mol File: 78437-40-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 2-chloro-3-(4-methoxyphenyl)-3-oxopropionate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-chloro-3-(4-methoxyphenyl)-3-oxopropionate(78437-40-8)
• EPA Substance Registry System: methyl 2-chloro-3-(4-methoxyphenyl)-3-oxopropionate(78437-40-8)

Safety Data

• Hazardous Substances Data: 78437-40-8(Hazardous Substances Data)

Upstream product

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 

Downstream Products

• 336113-23-6 (S)-2-Chloro-3-hydroxy-3-(4-methoxy-phenyl)-propionic acid methyl ester 
• 152397-94-9 (3S)-methyl 2,2-dichloro-3-hydroxy-3-(4-methoxyphenyl)propionate 
• 152397-85-8 methyl 2,2-dichloro-3-(4-methoxyphenyl)-3-oxopropionate 
• 13305-16-3 (S)-(-)-methyl 3-(4-methoxyphenyl)-3-hydroxypropanoate 
• 135505-14-5 (3R) methyl β-hydroxy-β-(p-methoxyphenyl) propionate 
• 96125-49-4 methyl trans-3-(4-methoxyphenyl)glycidate 
• 13305-16-3 methyl 3-(4-methoxyphenyl)-3-hydroxypropanoate 
• 137173-39-8 methyl (2R,3R)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate 
• 134931-62-7 methyl (2S,3S)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate 
• 22027-50-5 methyl 3-(4-methoxybenzoyl)acetate 

Relevant articles and documents

Stereoselective Synthesis of Diltiazem via Dynamic Kinetic Resolution

An efficient synthesis of diltiazem has been developed using dynamic kinetic resolution (DKR) as a key step. The methyl (2S,3S)-2-chloro-3-hydroxy-3- (4-methoxyphenyl)propionate was synthesized from a racemic mixture of α-chloro-β-keto ester, with high anti diastereoselectivity (92%) and enantioselectivity (95%), based on an asymmetric hydrogenation reaction with a chiral ruthenium(II) catalyst, simply prepared by mixing Ru(cod)(2-methylallyl) 2 with the atropisomeric ligand (S)-MeO-BIPHEP. By treatment of this α-chloro-β-hydroxy ester with a base, the corresponding trans methyl glycidate, a key intermediate of diltiazem, was easily obtained.

Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate

Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.

Process for preparing 2-halogeno-3-hydroxy-3-phenyl-propionic acid ester compounds

Disclosed is a process for preparing 2-halogeno-3-hydroxy-3-phenylpropionic acid ester compounds represented by the formula (I): STR1 wherein Ring A is a phenyl group which may be substituted, R1 is an ester residue, and X is a halogen atom, which comprises permitting an enzyme having the ability of stereoselectively reducing oxo group to hydroxy group to act on 2-halogeno-3-oxo-3-phenylpropionic acid ester compounds represented by the formula (II): STR2 wherein Ring A, R1 and X have the same meanings as defined above.