(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid

Base Information

• Chemical Name: (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid
• CAS No.: 676261-87-3
• Molecular Formula: C₁₅H₂₈N₂O₃
• Molecular Weight: 284.399

Synonyms:(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid

Chemical Property of (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid

There total 3 articles about (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid 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: 95.0%

(S)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid (342612-66-2) → (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid (676261-87-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

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

Reference yield:

L-cyclohexylalanine (27527-05-5) → (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid (676261-87-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 95 percent / TFA / CH₂Cl₂

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

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

Reference yield:

N-(tert-butoxy)carbonyl-L-isoleucine N-hydroxysuccinimide ester (3392-08-3) → (S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid (676261-87-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 95 percent / TFA / CH₂Cl₂

With 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)-2-((2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-cyclohexyl-propionic acid

L-cyclohexylalanine

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

Downstream raw materials:

(S)-2-[(2S,3S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-methyl-pentanoylamino]-3-cyclohexyl-propionic acid

{(S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-5,5-difluoro-2-oxo-pentanoylamino}-acetic acid tert-butyl ester

{(S)-3-[(S)-3-Cyclohexyl-2-((2S,3S)-3-methyl-2-{(S)-4-methyl-2-[(pyrazine-2-carbonyl)-amino]-pentanoylamino}-pentanoylamino)-propionylamino]-5,5-difluoro-2-hydroxy-pentanoylamino}-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

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