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

Base Information

• Chemical Name: 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
• CAS No.: 241489-19-0
• Molecular Formula: C₃₉H₅₀N₆O₈S₄
• Molecular Weight: 859.125
• Mol file: 241489-19-0.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 8 articles about 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 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:

Trimethylenediamine (109-76-2,54018-94-9) + [(S)-5-(Bis-ethylsulfanyl-methyl)-1-(2-nitro-benzoyl)-pyrrolidin-(3E)-ylidene]-acetic acid (241489-18-9) → 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 (241489-19-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1055/s-1999-2769

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 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 (241489-19-0)

Guidance literature:

Multi-step reaction with 8 steps

1: SOCl₂ / benzene / 3 h / 20 °C

2: 80 percent / Et₃N / CH₂Cl₂ / 0 °C

3: DIBAL-H / CH₂Cl₂ / 24 h / 20 °C

4: TMSCl / CH₂Cl₂ / 24 h / 20 °C

5: 60 percent / Ac₂O; DMSO / 18 h / 20 °C

6: 80 percent / benzene / 12 h / Heating

7: 90 percent / NaOH / ethanol / 12 h / Heating

8: EDCI; HOBT / dimethylformamide / 6 h / 20 °C

With sodium hydroxide; chloro-trimethyl-silane; thionyl chloride; acetic anhydride; diisobutylaluminium hydride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Substitution / 2: Acylation / 3: Reduction / 4: Addition / 5: Oxidation / 6: Wittig reaction / 7: Substitution / 8: Acylation;

DOI:10.1055/s-1999-2769

Reference yield:

2-nitrobenzyl chloride (610-14-0) → 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 (241489-19-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 0 °C

2: DIBAL-H / CH₂Cl₂ / 24 h / 20 °C

3: TMSCl / CH₂Cl₂ / 24 h / 20 °C

4: 60 percent / Ac₂O; DMSO / 18 h / 20 °C

5: 80 percent / benzene / 12 h / Heating

6: 90 percent / NaOH / ethanol / 12 h / Heating

7: EDCI; HOBT / dimethylformamide / 6 h / 20 °C

With sodium hydroxide; chloro-trimethyl-silane; acetic anhydride; diisobutylaluminium hydride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Acylation / 2: Reduction / 3: Addition / 4: Oxidation / 5: Wittig reaction / 6: Substitution / 7: Acylation;

DOI:10.1055/s-1999-2769

upstream raw materials:

Trimethylenediamine

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

ortho-nitrobenzoic acid

2-nitrobenzyl chloride