{(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester

Base Information

• Chemical Name: {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester
• CAS No.: 251105-79-0
• Molecular Formula: C₂₉H₄₄N₆O₅S
• Molecular Weight: 588.772
• Mol file: 251105-79-0.mol

Synonyms:

Chemical Property of {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester

There total 4 articles about {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester 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:

(S)-4-((2R,3S)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyl)-3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester → {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester (251105-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C

2: EDC, TEA

3: TFA

With TEA; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal;

DOI:10.1016/S0960-894X(98)00653-2

Reference yield:

(S)-3-tert-Butylcarbamoyl-4-{(2R,3S)-2-hydroxy-3-[(S)-3-methyl-2-(thiazol-5-ylmethoxycarbonylamino)-butyrylamino]-4-phenyl-butyl}-piperazine-1-carboxylic acid tert-butyl ester (251105-74-5) → {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester (251105-79-0)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/S0960-894X(98)00653-2

Reference yield:

(S)-3-Methyl-2-(thiazol-5-ylmethoxycarbonylamino)-butyric acid → {(S)-1-[(1S,2R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-piperazin-1-yl)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-carbamic acid thiazol-5-ylmethyl ester (251105-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: EDC, TEA

2: TFA

With TEA; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid;

DOI:10.1016/S0960-894X(98)00653-2

upstream raw materials:

(S)-3-tert-Butylcarbamoyl-4-{(2R,3S)-2-hydroxy-3-[(S)-3-methyl-2-(thiazol-5-ylmethoxycarbonylamino)-butyrylamino]-4-phenyl-butyl}-piperazine-1-carboxylic acid tert-butyl ester

(S)-4-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-3-tert-butylcarbamoyl-piperazine-1-carboxylic acid tert-butyl ester