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

Base Information

• Chemical Name: (S)-3-Benzyloxycarbonylamino-N-{(R)-2-[(R)-2-((S)-2-benzyloxycarbonylamino-3-carboxy-propionylamino)-2-carboxy-ethyldisulfanyl]-1-carboxy-ethyl}-succinamic acid
• CAS No.: 183498-67-1
• Molecular Formula: C₃₀H₃₄N₄O₁₄S₂
• Molecular Weight: 738.75
• Mol file: 183498-67-1.mol

Synonyms:

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

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-carboxy-propionylamino)-2-carboxy-ethyldisulfanyl]-1-carboxy-ethyl}-succinamic acid

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

Z-D(tBu)-OH (5545-52-8) → (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:

Multi-step reaction with 2 steps

1: 1) N-methylmorpholine, isobutyl chloroformate, 2) N-methylmorpholine / 1) THF, -12 deg C, 15 min, 2) THF, r.t., 24 h

2: 91 percent / CF₃COOH / 1 h / Ambient temperature

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate;

DOI:10.1002/cber.19961291016

Reference yield:

(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-carboxy-propionylamino)-2-carboxy-ethyldisulfanyl]-1-carboxy-ethyl}-succinamic acid (183498-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) N-methylmorpholine, isobutyl chloroformate, 2) N-methylmorpholine / 1) THF, -12 deg C, 15 min, 2) THF, r.t., 24 h

2: 91 percent / CF₃COOH / 1 h / Ambient temperature

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate;

DOI:10.1002/cber.19961291016

upstream raw materials:

(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

Z-D(tBu)-OH

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