N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester

Base Information

• Chemical Name: N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester
• CAS No.: 92954-74-0
• Molecular Formula: C₂₆H₄₀N₄O₈
• Molecular Weight: 536.626

Synonyms:N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester

Chemical Property of N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester

There total 4 articles about N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine 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: 76.0%

N-benzyloxycarbonyl-O-t-butyl-L-serine (1676-75-1) + H--Asn--Ala-Ot-Bu (87363-04-0) → N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester (92954-74-0)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 15h; Ambient temperature;

DOI:10.1248/cpb.39.2590

Reference yield:

(S)-2-(benzyloxycarbonylamino)propionic acid tert-butyl ester (50300-96-4) → N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester (92954-74-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / H₂ / 5percent Pd/C / ethanol / 3 h / Ambient temperature

2: 68 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide / 15 h

3: 97 percent / H₂ / 5percent Pd/C / ethanol / 3 h / Ambient temperature

4: 76 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 15 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2590

Reference yield:

tert-butyl L-alaninate hydrochloride (13404-22-3) → N-Carbobenzoxy-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester (92954-74-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide / 15 h

2: 97 percent / H₂ / 5percent Pd/C / ethanol / 3 h / Ambient temperature

3: 76 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide / 15 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2590

upstream raw materials:

N-benzyloxycarbonyl-O-t-butyl-L-serine

H--Asn--Ala-Ot-Bu

(S)-2-(benzyloxycarbonylamino)propionic acid tert-butyl ester

tert-butyl L-alaninate hydrochloride

Downstream raw materials:

N-Carbobenzoxy-O-tert-butyl-L-seryl-O-tert-butyl-L-seryl-L-asparaginyl-L-alanine tert-butyl ester

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