N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

Base Information

Chemical Name:N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester
CAS No.:221665-13-0
Molecular Formula:C₃₂H₄₅N₅O₈S
Molecular Weight:659.804
Hs Code.:

Synonyms:N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

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Chemical Property of N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

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Technology Process of N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

There total 2 articles about N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl 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: 78.0%

: 221665-11-8
N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine

: 74-88-4
methyl iodide

: 221665-13-0
N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

: 112160-37-9
N^G-2,2,5,7,8-pentamethylchroman-6-sulfonyl-L-arginine

: 221665-13-0
N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / DCC; HOSu / dimethylformamide / 12 h / 20 °C

2: 56 percent / Cs₂CO₃ / dimethylformamide / 12 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; caesium carbonate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1: Condensation / 2: Esterification;
DOI:10.1021/jm980728e

Reference yield:

: 221665-13-0
N-α-[N-(benzyloxycarbonyl)-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

: N-α-[[N-(benzyloxycarbonyl)aminocaproyl]-β-alanyl]-N-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)arginine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / H₂ / 10 percent Pd/C / methanol / 3 h / 0 °C

2: 70 percent / 1-hydroxybenzotriazole; DCC / dimethylformamide / 18 h / 20 °C

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Condensation;
DOI:10.1021/jm980728e