tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

Base Information

• Chemical Name: tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester
• CAS No.: 110523-41-6
• Molecular Formula: C₄₈H₆₈N₁₂O₁₉
• Molecular Weight: 1117.14

Synonyms:tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

Chemical Property of tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

There total 12 articles about tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl 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:

N-(tert-butoxycarbonyl)-L-alanine pentachlorophenyl ester (17693-17-3) → tert.-butyloxycarbonylalanyl-Nε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester (110523-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / N-ethylpiperidine / dimethylformamide / 12 h / Ambient temperature

2: 88 percent / NaOH / methanol; H₂O / 0.5 h / Ambient temperature

3: 1) triethylamine, 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, room temperature, 8 h

With 1-ethyl-piperidine; sodium hydroxide; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

benzyloxycarbonylseryl-asparagine 4-nitrobenzyl ester (110523-36-9) → tert.-butyloxycarbonylalanyl-Nε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester (110523-41-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / hydrogen bromide / acetic acid / 1 h / Ambient temperature

2: 40 percent / triethylamine, N,N'-dicyclohexylcarbodiimide / dimethylformamide / 1) O deg C, 2 h, 2) room temperature, 8 h

3: 96 percent / hydrochloric acid / acetic acid; H₂O / 1 h / Ambient temperature

4: 1) N-ethylpiperidine, ethyl chloroformate / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 30 min, then room temperature, 2h

5: 90 percent / hydrogen bromide / acetic acid / 1 h / Ambient temperature

6: 1) triethylamine, 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, room temperature, 8 h

With 1-ethyl-piperidine; hydrogenchloride; hydrogen bromide; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

asparagine 4-nitrobenzyl ester (37788-09-3) → tert.-butyloxycarbonylalanyl-Nε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester (110523-41-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) N-ethylpiperidine, ethyl chloroformate / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 30 min, then room temperature, 2 h

2: 95 percent / hydrogen bromide / acetic acid / 1 h / Ambient temperature

3: 40 percent / triethylamine, N,N'-dicyclohexylcarbodiimide / dimethylformamide / 1) O deg C, 2 h, 2) room temperature, 8 h

4: 96 percent / hydrochloric acid / acetic acid; H₂O / 1 h / Ambient temperature

5: 1) N-ethylpiperidine, ethyl chloroformate / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 30 min, then room temperature, 2h

6: 90 percent / hydrogen bromide / acetic acid / 1 h / Ambient temperature

7: 1) triethylamine, 1-hydroxybenztriazole, N,N'-dicyclohexylcarbodiimide / 1) dimethylformamide, -10 deg C, 10 min, 2) 0 deg C, 2 h, room temperature, 8 h

With 1-ethyl-piperidine; hydrogenchloride; hydrogen bromide; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In water; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester hydrobromide

tert.-butyloxycarbonylalanyl-N^ε-benzyloxycarbonyllysyl-serine

N-(tert-butoxycarbonyl)-L-alanine pentachlorophenyl ester

asparagine 4-nitrobenzyl ester

Downstream raw materials:

alanyl-N^ε-benzyloxycarbonyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester hydrochloride

pyroglutamyl-alanyl-lysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine

benzyloxycarbonylglutaminyl-alanyl-N^ε-benzyloxycarbonyllysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

pyroglutamyl-alanyl-N^ε-benzyloxycarbonyllysyl-seryl-glutaminyl-glycyl-glycyl-seryl-asparagine 4-nitrobenzyl ester

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