[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid

Base Information

• Chemical Name: [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid
• CAS No.: 241489-18-9
• Molecular Formula: C₁₈H₂₂N₂O₅S₂
• Molecular Weight: 410.515
• Mol file: 241489-18-9.mol

Synonyms:[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid

Chemical Property of [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid

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-(3E)-ylidene]-acetic acid

There total 12 articles about [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid 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%

[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid methyl ester (241489-17-8) → [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid (241489-18-9)

Guidance literature:

With sodium hydroxide; In ethanol; for 12h; Heating;

DOI:10.1055/s-1999-2769

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid (241489-18-9)

Guidance literature:

Multi-step reaction with 8 steps

1: SOCl₂ / benzene

2: H₂SO₄

3: DIBAL-H

4: TMSCl

5: 60 percent / Ac₂O-DMSO

6: 80 percent / benzene

7: 90 percent / 1N NaOH

With sodium hydroxide; chloro-trimethyl-silane; thionyl chloride; sulfuric acid; acetic anhydride; diisobutylaluminium hydride; dimethyl sulfoxide; In benzene; 7: Wittig reaction;

DOI:10.1515/HC.2002.8.2.115

Reference yield:

(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-one (241489-16-7) → [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid (241489-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / benzene

2: 90 percent / 1N NaOH

With sodium hydroxide; In benzene; 1: Wittig reaction;

DOI:10.1515/HC.2002.8.2.115

upstream raw materials:

[(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid methyl ester

ortho-nitrobenzoic acid

2-nitrobenzyl chloride

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

Downstream raw materials:

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

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

(E)-3-[2-[(5S)-5-[bis(ethylthio)methyl]-1-(2-nitrobenzoyl)-tetrahydro-1H-3-pyrrolyliden]-acetamido]propionic acid

4-(3-{2-[5-(bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-3-ylidene]-acetylamino}-propionylamino)-1-methyl-1H-pyrrole-2-carboxylic acid (3-dimethylamino-propyl)-amide