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

Base Information

• Chemical Name: (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester
• CAS No.: 155104-39-5
• Molecular Formula: C₄₂H₄₉N₃O₆S₃
• Molecular Weight: 788.066
• Mol file: 155104-39-5.mol

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

Chemical Property of (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester

There total 11 articles about (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic 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: 70.0%

Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4) + (R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionic acid methyl ester; hydrochloride → (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (155104-39-5)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; for 24h;

DOI:10.1016/S0040-4039(00)76223-X

Reference yield:

(R)-2-((R)-2-Amino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (745761-96-0) + Nα-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine (155104-38-4) → (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (155104-39-5)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 24h; Yield given;

DOI:10.1016/S0040-4020(97)00523-1

Reference yield:

benzyl bromomethyl thioether (15960-81-3) → (R)-2-[(R)-2-((S)-2-Benzyloxycarbonylamino-3-benzylsulfanyl-2-methyl-propionylamino)-3-benzylsulfanyl-2-methyl-propionylamino]-3-benzylsulfanyl-2-methyl-propionic acid methyl ester (155104-39-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / LiNEt₂ / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 deg C, 4 h, warm to 0 deg C

2: LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

3: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

4: HBr, AcOH / CH₂Cl₂ / 1 h / 25 °C

5: DIEA, HOAt, CIP / CH₂Cl₂ / 24 h / 25 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; lithium diethylamide; hydrogen bromide; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water;

DOI:10.1016/S0040-4020(97)00523-1

upstream raw materials:

N^α-benzyloxycarbonyl-S-benzyl-(S)-methylcysteine

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

benzyl bromomethyl thioether

N-Cbz-Ala

Downstream raw materials:

(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionamide

(R)-3-Benzylsulfanyl-2-[(R)-3-benzylsulfanyl-2-((S)-3-benzylsulfanyl-2-isobutyrylamino-2-methyl-propionylamino)-2-methyl-propionylamino]-2-methyl-propionic acid methyl ester

N-(2-methylpropionyl)-S-benzyl-(S)-2-methylcysteinyl-S-benzyl-(R)-methylcysteinyl-S-benzyl-(R)-methylcysteine N-((benzylthio)ethyl)amide