(2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester

Base Information

• Chemical Name: (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester
• CAS No.: 558475-62-0
• Molecular Formula: C₃₇H₅₉N₇O₈
• Molecular Weight: 729.918
• Mol file: 558475-62-0.mol

Synonyms:(2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester

Chemical Property of (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester

There total 12 articles about (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl 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: 90.0%

[2-(1-amino-cyclopropyl)-2-hydroxy-acetylamino]-acetic acid tert-butyl ester + (S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionic acid (342612-67-3) → (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester (558475-62-0)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

DOI:10.1016/S0960-894X(03)00031-3

Reference yield:

glycine tert-butyl ester hydrochloride (27532-96-3) → (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester (558475-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

1.2: 84 percent / CH₂Cl₂ / 1 h

2.1: NaBH₄ / tetrahydrofuran / 0.5 h / 0 °C

3.1: H₂ / Pd/C / methanol / 0.5 h

4.1: 90 percent / PyBOP; DIEA / dimethylformamide / 4 h / 0 - 20 °C

With sodium tetrahydroborate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; ozone; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00031-3

Reference yield:

[2-(1-benzyloxycarbonylamino-cyclopropyl)-2-hydroxy-acetylamino]-acetic acid tert-butyl ester → (2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-hydroxy-acetylamino)-acetic acid tert-butyl ester (558475-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 0.5 h

2: 90 percent / PyBOP; DIEA / dimethylformamide / 4 h / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00031-3

upstream raw materials:

(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionic acid

Boc-Leu-ONSu

L-cyclohexylalanine

glycine tert-butyl ester hydrochloride

Downstream raw materials:

(2-{1-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-cyclopropyl}-2-oxo-acetylamino)-acetic acid tert-butyl ester