{4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester
• CAS No.: 437718-24-6
• Molecular Formula: C₆₃H₇₄N₈O₁₄S
• Molecular Weight: 1199.39

Synonyms:

Chemical Property of {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

There total 14 articles about {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic 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:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester (113978-98-6) + {2-[5-((S)-2-Amino-3-carbamoyl-propionylamino)-pentylcarbamoyl]-ethyl}-{4-[(3-benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid benzyl ester → {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester (437718-24-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/S0960-894X(01)00733-8

Reference yield:

{2-[5-((S)-2-Amino-3-carbamoyl-propionylamino)-pentylcarbamoyl]-ethyl}-{4-[(3-benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-carbamic acid benzyl ester; compound with trifluoro-acetic acid + dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester (113978-98-6) → {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester (437718-24-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2006.06.051

Reference yield:

benzyl N-(3-bromopropyl)carbamate (39945-54-5) → {4-[(3-Benzyloxycarbonylamino-propyl)-(2-nitro-benzenesulfonyl)-amino]-butyl}-[2-(5-{(S)-2-[2-(2,4-bis-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester (437718-24-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Cs₂CO₃ / dimethylformamide / 1 h / 50 °C

2: TFA / CHCl₃ / 1 h / 0 - 20 °C

3: Et₃N / dimethylformamide / 2 h / 20 °C

With caesium carbonate; triethylamine; trifluoroacetic acid; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00733-8

upstream raw materials:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester

benzyl N-(3-bromopropyl)carbamate

benzyl chloroformate

N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-1,5-diaminopentane

Downstream raw materials:

JSTX 3

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