(S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester

Base Information

• Chemical Name: (S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester
• CAS No.: 676602-45-2
• Molecular Formula: C₃₈H₅₄N₄O₁₀S₂
• Molecular Weight: 791
• Mol file: 676602-45-2.mol

Synonyms:(S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester

Chemical Property of (S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester

There total 1 articles about (S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl 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: 100.0%

L-alanine benzyl ester hydrochloride (5557-81-3,5557-83-5,34404-37-0) + (2S,2'S)-4,4'-disulfanediylbis(2-(tert-butoxycarbonyl)amino)butanoic acid (130981-51-0) → (S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester (676602-45-2)

Guidance literature:

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

DOI:10.1039/b311583f

Reference yield: 98.0%

(S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester (676602-45-2) → Boc-Hcy-Ala-OBn (613244-82-9)

Guidance literature:

With tributylphosphine; In methanol; chloroform;

DOI:10.1039/b311583f

Reference yield:

(S)-2-{(S)-4-[(S)-3-((S)-1-Benzyloxycarbonyl-ethylcarbamoyl)-3-tert-butoxycarbonylamino-propyldisulfanyl]-2-tert-butoxycarbonylamino-butyrylamino}-propionic acid benzyl ester (676602-45-2) → N-tert-butoxycarbonyl-S-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)-L-homocysteinyl-L-alanine benzyl ester (613244-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / PBu₃ / CHCl₃; aq. methanol

2: 90 percent / aq. Na₂CO₃; TBAHS / ethyl acetate

3: 87 percent / Zn; Et₃N / 3 h / ultrasonic bath

With tributylphosphine; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; triethylamine; zinc; In methanol; chloroform; ethyl acetate;

DOI:10.1039/b311583f

upstream raw materials:

L-alanine benzyl ester hydrochloride

(2S,2'S)-4,4'-disulfanediylbis(2-(tert-butoxycarbonyl)amino)butanoic acid

Downstream raw materials:

Boc-Hcy-Ala-OBn

N-tert-butoxycarbonyl-S-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)-L-homocysteinyl-L-alanine benzyl ester

N-tert-butoxycarbonyl-S-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homocysteinyl-L-alanine benzyl ester

(S)-2-[(S)-2-Amino-4-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-ylsulfanyl)-butyrylamino]-propionic acid benzyl ester