[(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid

Base Information

• Chemical Name: [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid
• CAS No.: 117652-85-4
• Molecular Formula: C₅₃H₇₃N₉O₁₅
• Molecular Weight: 1076.21

Synonyms:[(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid

Chemical Property of [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid

Chemical Property:

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Technology Process of [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid

There total 2 articles about [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic 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:

N-(tert-butoxycarbonyl)diglycyltri(N5-acetyl-N5-(benzyloxy)-L-ornithyl)glycine methyl ester (117652-75-2) → [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid (117652-85-4)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 0.25h;

DOI:10.1021/jo00261a019

Reference yield:

Boc-Gly-Gly-OH (31972-52-8) → [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid (117652-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide (DCC), N-methylmorpholine, N-hydroxysuccinimide (HOSu) / dimethylformamide / 48 h / Ambient temperature

2: 1 N NaOH / methanol / 0.25 h / 0 °C

With 4-methyl-morpholine; sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00261a019

Reference yield: 74.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + [(S)-5-(Acetyl-benzyloxy-amino)-2-((S)-5-(acetyl-benzyloxy-amino)-2-{(S)-5-(acetyl-benzyloxy-amino)-2-[2-(2-tert-butoxycarbonylamino-acetylamino)-acetylamino]-pentanoylamino}-pentanoylamino)-pentanoylamino]-acetic acid (117652-85-4) → C57H76N10O17 (117652-87-6)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 15h;

DOI:10.1021/jo00261a019

upstream raw materials:

N-(tert-butoxycarbonyl)diglycyltri(N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl)glycine methyl ester

Boc-Gly-Gly-OH

Downstream raw materials:

C₅₇H₇₆N₁₀O₁₇

ferrichrome

cyclo(triglycyltri(N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl))

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