(R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid

Base Information

• Chemical Name: (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid
• CAS No.: 158395-14-3
• Molecular Formula: C₄₂H₄₉N₃O₅S₃
• Molecular Weight: 772.066

Synonyms:(R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid

Chemical Property of (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid

Chemical Property:

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Technology Process of (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid

There total 3 articles about (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-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: 97.0%

(R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid methyl ester (158395-13-2) → (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid (158395-14-3)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo00096a012

Reference yield:

(R)-2-[(R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (158395-12-1) → (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid (158395-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DMAP, i-Pr₂NEt / CH₂Cl₂ / -78 °C

2: 97 percent / NaOH / dimethylformamide / Ambient temperature

With dmap; sodium hydroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00096a012

Reference yield:

(R)-2-[(R)-2-((R)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (143564-96-9) → (R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid (158395-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / HBr, thioanisole / CH₂Cl₂; acetic acid / Ambient temperature

2: 93 percent / DMAP, i-Pr₂NEt / CH₂Cl₂ / -78 °C

3: 97 percent / NaOH / dimethylformamide / Ambient temperature

With dmap; sodium hydroxide; methyl-phenyl-thioether; hydrogen bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jo00096a012

upstream raw materials:

(R)-3-Benzylsulfanyl-2-{(R)-3-benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionic acid methyl ester

(R)-2-[(R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

(R)-2-[(R)-2-((R)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

Downstream raw materials:

(2S,3R)-3-Hydroxy-2-((R)-3-mercapto-2-{(R)-3-mercapto-2-[(R)-3-mercapto-2-methyl-2-(3-phenyl-propionylamino)-propionylamino]-2-methyl-propionylamino}-2-methyl-propionylamino)-N-methyl-butyramide

C₆H₅CH₂CH₂CO-(R)-MeCys(Bn)-(R)-MeCys(Bn)-(R)-MeCys(Bn)-Thr(Bn)-NHCH₃

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