[(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile

Base Information

• Chemical Name: [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile
• CAS No.: 173472-45-2
• Molecular Formula: C₁₃H₁₄N₂O₃S
• Molecular Weight: 278.332
• Mol file: 173472-45-2.mol

Synonyms:[(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile

Chemical Property of [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile

There total 3 articles about [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile 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: 87.0%

2-[(2S)-5-oxopyrrolidin-2-yl]acetonitrile (72479-06-2,98134-78-2) + p-toluenesulfonyl chloride (98-59-9) → [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile (173472-45-2)

Guidance literature:

With sodium hydride;

DOI:10.1016/0957-4166(95)00354-R

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile (173472-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

2: 81 percent / acetonitrile / 50 h / Heating

3: 87 percent / NaH / paraffin; tetrahydrofuran / Ambient temperature

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; paraffin;

Reference yield:

(S)-toluene-4-sulfonic acid 5-oxo-pyrrolidin-2-ylmethyl ester (51693-17-5) → [(S)-5-Oxo-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-acetonitrile (173472-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / acetonitrile / 50 h / Heating

2: 87 percent / NaH / paraffin; tetrahydrofuran / Ambient temperature

With sodium hydride; In tetrahydrofuran; acetonitrile; paraffin;

upstream raw materials:

2-[(2S)-5-oxopyrrolidin-2-yl]acetonitrile

p-toluenesulfonyl chloride

(S)-toluene-4-sulfonic acid 5-oxo-pyrrolidin-2-ylmethyl ester

(S)-Pyroglutaminol

Downstream raw materials:

(S)-5-Cyano-4-(toluene-4-sulfonylamino)-pentanoic acid methyl ester

N-[(S)-1-(2-Amino-ethyl)-4-hydroxy-butyl]-4-methyl-benzenesulfonamide

N-[(S)-1-(2-Amino-ethyl)-4-(tert-butyl-diphenyl-silanyloxy)-butyl]-4-methyl-benzenesulfonamide

(2S,8S)-2-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-1-(toluene-4-sulfonyl)-8-(2-triethylsilanyloxy-ethyl)-1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine