(S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate

Base Information

• Chemical Name: (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate
• CAS No.: 1189587-50-5
• Molecular Formula: C₂₁H₃₁N₃O₅S
• Molecular Weight: 437.56

Synonyms:(S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate

Chemical Property of (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate

Chemical Property:

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Technology Process of (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate

There total 2 articles about (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate 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: 65.0%

L-leucyl-L-valine benzyl ester (84111-39-7) + 1,1-di(methylsulfanyl)-2-nitroethylene (13623-94-4) → (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate (1189587-50-5)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; for 18h; Reflux;

DOI:10.1021/ja909870g

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + L-valine benzyl ester (21760-98-5) + 1,1-di(methylsulfanyl)-2-nitroethylene (13623-94-4) → (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate (1189587-50-5)

Guidance literature:

N-tert-butoxycarbonyl-L-leucine; L-valine benzyl ester; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran;

With trifluoroacetic acid; In dichloromethane;

1,1-di(methylsulfanyl)-2-nitroethylene; With toluene-4-sulfonic acid; In acetonitrile; for 18h; Reflux;

DOI:10.1002/anie.200902425

Reference yield: 74.0%

(S)-benzyl 3-methyl-2-((S)-4-methyl-2-(1-(methylthio)-2-nitrovinylamino)pentanamido)butanoate (1189587-50-5) → (S)-benzyl 3-methyl-2-((S)-4-methyl-2-(2-nitroacetamido)pentanamido)butanoate (1189587-51-6)

Guidance literature:

With water; mercury dichloride; In acetonitrile; at 45 ℃; for 40h;

DOI:10.1002/anie.200902425

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

L-valine benzyl ester

1,1-di(methylsulfanyl)-2-nitroethylene

L-leucyl-L-valine benzyl ester

Downstream raw materials:

(S)-benzyl 3-methyl-2-((S)-4-methyl-2-(2-nitroacetamido)pentanamido)butanoate

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