benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

Base Information

Chemical Name:benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester
CAS No.:174538-96-6
Molecular Formula:C₆₄H₇₆N₄O₁₅
Molecular Weight:1141.33
Hs Code.:

benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

Synonyms:benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

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Chemical Property of benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

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Technology Process of benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

There total 11 articles about benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-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: 64.0%

: 174538-94-4
benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxy hydrocinnamic acid pentafluorophenyl ester

: D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxy hydrocinnamic acid t-butyl ester trifluoroacetate

: 174538-96-6
benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

Guidance literature:: With dmap; In 1,4-dioxane; at 95 ℃; for 1h;
DOI:10.1016/0040-4020(95)00964-7

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 174538-96-6
benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 24 h / Ambient temperature

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 12 h

3: 92 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 12 h / 0 °C

4: 100 percent / TFA / CH₂Cl₂ / 5 h / Ambient temperature

5: 76 percent / DCC / CH₂Cl₂ / 24 h / 0 °C

6: 64 percent / dimethylaminopyridine / dioxane / 1 h / 95 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/0040-4020(95)00964-7

Reference yield:

: 111505-52-3
D-α-hydroxyhydrocinnamic acid t-butyl ester

: 174538-96-6
benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 24 h / Ambient temperature

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 12 h

3: 92 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 12 h / 0 °C

4: 100 percent / TFA / CH₂Cl₂ / 5 h / Ambient temperature

5: 76 percent / DCC / CH₂Cl₂ / 24 h / 0 °C

6: 64 percent / dimethylaminopyridine / dioxane / 1 h / 95 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/0040-4020(95)00964-7