(S)-(+)-p-chloro-N-acetyl-L-phenylalanine methyl ester

Base Information

• Chemical Name: (S)-(+)-p-chloro-N-acetyl-L-phenylalanine methyl ester
• CAS No.: 93634-74-3
• Molecular Formula: C₁₂H₁₄ClNO₃
• Molecular Weight: 255.701
• Mol file: 93634-74-3.mol

Synonyms:(S)-Methyl2-acetylamino-3-(4-chlorophenyl)propanoate; N-Acetyl L-4-chlorophenylalaninemethyl ester; N-Acetyl-4-chloro-L-phenylalanine methyl ester

Chemical Property of (S)-(+)-p-chloro-N-acetyl-L-phenylalanine methyl ester

Chemical Property:

• Density: 1.217

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(+)-p-chloro-N-acetyl-L-phenylalanine methyl ester

There total 48 articles about (S)-(+)-p-chloro-N-acetyl-L-phenylalanine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methyl (Z)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate (102245-02-3) → methyl (S)-2-acetamido-3-(4-chlorophenyl)propanoate (93634-74-3)

Guidance literature:

With (S)-diBr-SIPHOS; hydrogen; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate; In dichloromethane; at 0 ℃; for 6h; under 760 Torr;

DOI:10.1016/j.tetasy.2003.08.017

Reference yield: 100.0%

hydrogen (1333-74-0) + methyl 2-acetamido-3-(4-chlorophenyl)acrylate → methyl 2-acetylamino-3-(4-chlorophenyl)propanoate (129496-71-5,93634-74-3)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; C₃₈H₂₇F₁₂NP₂; In dichloromethane; at 20 ℃; for 24h; under 7600.51 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200800418

Reference yield: 100.0%

methyl 2-acetamido-3-(4-chlorophenyl)acrylate → C12H14ClNO3 (93634-74-3)

Guidance literature:

With C₄₂H₆₆O₄P₂Rh⁽¹⁺⁾*CF₃O₃S^(1-); hydrogen; In dichloromethane; at 20 ℃; for 0.166667h; under 3800.26 Torr; enantioselective reaction; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1002/chem.201304675

upstream raw materials:

methyl (Z)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate

methyl (E)-2-acetylamino-3-(4-chlorophenyl)-2-propenoate

2-amino-3-(4-chlorophenyl)propionic acid hydrochloride

2-amino-3-(4-chlorophenyl)propionic acid methyl ester hydrochloride

Refernces

• 1、 Liu, Tao,Wang, Biqin,Wang, Peng,Wu, Yichen,Xu, Wen-Qiang,Yang, Lei. "Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands". supporting information. p. 13365 - 13368. Retrieved 2021/12/17.
• 2、 Saito, Yuki,Kobayashi, Shu. "Development of robust heterogeneous chiral rhodium catalysts utilizing acid?base and electrostatic interactions for efficient continuous-flow asymmetric hydrogenations". supporting information. p. 16546 - 16551. Retrieved 2020/11/09.