(S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester
• CAS No.: 183498-65-9
• Molecular Formula: C₄₆H₆₆N₄O₁₄S₂
• Molecular Weight: 963.18
• Mol file: 183498-65-9.mol

Synonyms:

Chemical Property of (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester

There total 1 articles about (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl 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:

Z-D(tBu)-OH (5545-52-8) + (2R,2'R)-di-tert-butyl 3,3'-disulfanediylbis(2-aminopropanoate)dihydrochloride (38261-78-8) → (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester (183498-65-9)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; Yield given. Multistep reaction; 1) THF, -12 deg C, 15 min, 2) THF, r.t., 24 h;

DOI:10.1002/cber.19961291016

Reference yield: 91.0%

(S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester (183498-65-9) → (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-carboxy-propionylamino)-2-carboxy-ethyldisulfanyl]-1-carboxy-ethyl}-succinamic acid (183498-67-1)

Guidance literature:

With trifluoroacetic acid; for 1h; Ambient temperature;

DOI:10.1002/cber.19961291016

Reference yield:

(S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-2-tert-butoxycarbonyl-ethyldisulfanyl]-1-tert-butoxycarbonyl-ethyl}-succinamic acid tert-butyl ester (183498-65-9) → (S)-3-Benzyloxycarbonylamino-N-((R)-1-carboxy-2-mercapto-ethyl)-succinamic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / CF₃COOH / 1 h / Ambient temperature

2: 71 percent / dithioerythritol, 0.2 M NaOH / H₂O / 3 h

With sodium hydroxide; 1,4-dithio-erythritol; trifluoroacetic acid; In water;

DOI:10.1002/cber.19961291016

upstream raw materials:

Z-D(tBu)-OH

(2R,2'R)-di-tert-butyl 3,3'-disulfanediylbis(2-aminopropanoate)dihydrochloride

Downstream raw materials:

(S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-carboxy-propionylamino)-2-carboxy-ethyldisulfanyl]-1-carboxy-ethyl}-succinamic acid