(S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester
• CAS No.: 342612-72-0
• Molecular Formula: C₃₂H₅₂N₆O₇
• Molecular Weight: 632.801
• Mol file: 342612-72-0.mol

Synonyms:(S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester

Chemical Property of (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester

There total 8 articles about (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl 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)-3-Amino-2-hydroxy-pentanoic acid methyl 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) → (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester (342612-72-0)

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:

Boc-Leu-ONSu (3392-09-4) → (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester (342612-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / DIEA / dimethylformamide / 8 h / 0 - 20 °C

2: 95 percent / TFA / CH₂Cl₂

3: 79 percent / DIEA / dimethylformamide / 4 h / 0 - 20 °C

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

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

L-cyclohexylalanine (27527-05-5) → (S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-2-hydroxy-pentanoic acid methyl ester (342612-72-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / DIEA / dimethylformamide / 8 h / 0 - 20 °C

2: 95 percent / TFA / CH₂Cl₂

3: 90 percent / DIEA / dimethylformamide / 8 h / 0 - 20 °C

4: 95 percent / TFA / CH₂Cl₂

5: 79 percent / DIEA / dimethylformamide / 4 h / 0 - 20 °C

6: PyBOP; DIEA / dimethylformamide / 4 h / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; 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

N-(tert-butoxy)carbonyl-L-isoleucine N-hydroxysuccinimide ester

Downstream raw materials:

Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-oxo-3-pyrrolidin-1-yl-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide

Pyrazine-2-carboxylic acid ((S)-1-{(1S,2S)-1-[(S)-2-cyclohexyl-1-((S)-1-ethyl-2-hydroxy-3-morpholin-4-yl-3-oxo-propylcarbamoyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-3-methyl-butyl)-amide

Pyrazine-2-carboxylic acid [(S)-1-((1S,2S)-1-{(S)-1-[(S)-1-(benzylcarbamoyl-hydroxy-methyl)-propylcarbamoyl]-2-cyclohexyl-ethylcarbamoyl}-2-methyl-butylcarbamoyl)-3-methyl-butyl]-amide

Pyrazine-2-carboxylic acid [(S)-1-((1S,2S)-1-{(S)-2-cyclohexyl-1-[(S)-1-(hydroxy-prop-2-ynylcarbamoyl-methyl)-propylcarbamoyl]-ethylcarbamoyl}-2-methyl-butylcarbamoyl)-3-methyl-butyl]-amide