(3S)-3-Mercapto-(4-nitrophenyl)methylester-1-pyrrolidinecarboxylicacid

Base Information

• Chemical Name: (3S)-3-Mercapto-(4-nitrophenyl)methylester-1-pyrrolidinecarboxylicacid
• CAS No.: 87657-41-8
• Molecular Formula: C12H14N2O4S
• Molecular Weight: 282.31600
• Mol file: 87657-41-8.mol

Synonyms:(3S)-3-MERCAPTO-(4-NITROPHENYL)METHYLESTER-1-PYRROLIDINECARBOXYLICACID;;

Chemical Property of (3S)-3-Mercapto-(4-nitrophenyl)methylester-1-pyrrolidinecarboxylicacid

Chemical Property:

• PSA: 114.16000
• LogP: 2.69660

Purity/Quality:

98%min ^*data from raw suppliers

(3S)?-3-?Mercapto-1-?pyrrolidinecarboxyli?cAcid(4-?Nitrophenyl)?methylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3S)?-3-?Mercapto-1-?pyrrolidinecarboxyli?c Acid (4-?Nitrophenyl)?methyl Ester is an intermediate in synthesizing Panipenem (P180000), a broad spectrum carbapenem antibacterial and antimicrobial agent working against Gram-negative and Gram-positive organisms.

Technology Process of (3S)-3-Mercapto-(4-nitrophenyl)methylester-1-pyrrolidinecarboxylicacid

There total 6 articles about (3S)-3-Mercapto-(4-nitrophenyl)methylester-1-pyrrolidinecarboxylicacid 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: 98.0%

3-(S)-acetylthio-1-p-nitrobenzyloxycarbonylpyrrolidine (91319-84-5) → (S)-3-mercapto-1-(p-nitrobenzyloxycarbonyl)pyrrolidine (87657-41-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Ambient temperature;

Reference yield:

3-(S)-acetylthio-1-(p-nitrobenzyloxycarbonyl)pyrrolidine → (S)-3-mercapto-1-(p-nitrobenzyloxycarbonyl)pyrrolidine (87657-41-8)

Guidance literature:

With Lewatit K 2649 - ion exchange resin; In methanol; at 25 - 67 ℃; Product distribution / selectivity;

Reference yield:

(S)-3-benzoylthio-N-(p-nitrobenzyloxycarbonyl)pyrrolidine (181960-38-3) → (S)-3-mercapto-1-(p-nitrobenzyloxycarbonyl)pyrrolidine (87657-41-8)

Guidance literature:

upstream raw materials:

3-(S)-acetylthio-1-p-nitrobenzyloxycarbonylpyrrolidine

(3R)-3-hydroxy-1-(4-nitrobenzyloxycarbonyl)-pyrrolidine

3-(R)-methanesulfonyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine

4-nitrobenzyl chloroformate

Downstream raw materials:

(S)-3-(2-Trimethylsilanyl-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3-[(S)-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(S)-3-(2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-acetylsulfanyl)-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester