Carbopenem Intermediate

Base Information

• Chemical Name: Carbopenem Intermediate
• CAS No.: 124044-13-9
• Molecular Formula: C13H17 N O4
• Molecular Weight: 251.282
• Mol file: 124044-13-9.mol

Synonyms:Butanoicacid, 2-[(benzoylamino)methyl]-3-hydroxy-, methyl ester, [R-(R*,S*)]-

Chemical Property of Carbopenem Intermediate

Chemical Property:

• PSA: 75.63000
• Density: 1.173
• LogP: 0.97730

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbopenem Intermediate

There total 9 articles about Carbopenem Intermediate 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: 90.0%

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate (129994-60-1,124044-11-7) → methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate (124044-13-9)

Guidance literature:

In hexane; dichloromethane; nitrogen; ethyl acetate;

Reference yield: 85.0%

→ methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate (124044-13-9)

Guidance literature:

Reference yield:

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate (129994-60-1,124044-11-7) → methyl (2S,3R)-2-[(N-benzoylamino)-methyl]-3-hydroxybutyrate (124044-13-9) + (2R,3S)-methyl 2-(benzamidomethyl)-3-hydroxybutanoate (129994-65-6) + anti-(2R,3R)-Methyl 2-(benzamidomethyl)-3-hydroxybutanoate (135138-76-0)

Guidance literature:

With hydrogen; <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3; at 50 ℃; for 20h; under 76000.1 Torr; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00207a038

upstream raw materials:

methyl 2-[(N-benzoylamino)methyl]-3-oxobutyrate

(2S)-methyl-2-benzamido-methyl-3-oxobutanoate

benzamide

N-(hydroxymethyl)benzamide

Downstream raw materials:

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

benzoic acid

Refernces

• 1、 -. "Preparation method of (2S,3R)-2-acylaminomethyl-3-hydroxybutyrate". Paragraph 0047-0063; 0070-0075. . Retrieved 2020/08/22.
• 2、 -. "Process for preparing optically active oxazolidinone derivative". . . Retrieved 2008/06/13.