(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one

Base Information

• Chemical Name: (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one
• CAS No.: 241489-16-7
• Molecular Formula: C₁₆H₂₀N₂O₄S₂
• Molecular Weight: 368.478
• Mol file: 241489-16-7.mol

Synonyms:(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one

Chemical Property of (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one

There total 10 articles about (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one 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: 60.0%

[(2S,4S)-2-(Bis-ethylsulfanyl-methyl)-4-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone → (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one (241489-16-7)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 18h;

DOI:10.1055/s-1999-2769

Reference yield: 60.0%

[(2S,4R)-2-(Bis-ethylsulfanyl-methyl)-4-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone (241489-15-6) → (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one (241489-16-7)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide;

DOI:10.1515/HC.2002.8.2.115

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → (S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one (241489-16-7)

Guidance literature:

Multi-step reaction with 6 steps

1: SOCl₂ / benzene

2: H₂SO₄

3: DIBAL-H

4: TMSCl

5: 60 percent / Ac₂O-DMSO

With chloro-trimethyl-silane; thionyl chloride; sulfuric acid; acetic anhydride; diisobutylaluminium hydride; dimethyl sulfoxide; In benzene;

DOI:10.1515/HC.2002.8.2.115

upstream raw materials:

[(2S,4R)-2-(Bis-ethylsulfanyl-methyl)-4-hydroxy-pyrrolidin-1-yl]-(2-nitro-phenyl)-methanone

ortho-nitrobenzoic acid

2-nitrobenzyl chloride

4-hydroxy-1-(2-nitrobenzoyl)pyrrolidine-2-carboxylic acid methyl ester

Downstream raw materials:

2-[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-N-(5-{2-[(S)-5-(bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetylamino}-pentyl)-acetamide

2-[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-N-(4-{2-[(S)-5-(bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetylamino}-butyl)-acetamide

2-[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-N-(3-{2-[(S)-5-(bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetylamino}-propyl)-acetamide

C₄₄H₅₇N₁₁O₈S₂