benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester

Base Information

• Chemical Name: benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester
• CAS No.: 174966-18-8
• Molecular Formula: C₂₄H₂₉NO₆
• Molecular Weight: 427.497
• Mol file: 174966-18-8.mol

Synonyms:benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester

Chemical Property of benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester

There total 1 articles about benzyloxycarbonyl L-phenylalanyl D-lactic 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: 99.0%

D-lactic acid t-butyl ester (68166-83-6) + N-Cbz-L-Phe (1161-13-3) → benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester (174966-18-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 14h;

DOI:10.1016/0040-4020(95)00963-9

Reference yield: 99.0%

benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester (174966-18-8) → L-phenylalanyl D-lactic acid t-butyl ester (174848-48-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 5h; Ambient temperature;

DOI:10.1016/0040-4020(95)00963-9

Reference yield:

benzyloxycarbonyl L-phenylalanyl D-lactic acid t-butyl ester (174966-18-8) → benzyloxycarbonyl D-phenylalanyl L-α-hydroxyisovaleryl L-phenylalanyl D-lactyl D-phenylalanyl L-α-hydroisovaleryl L-phenylalanyl D-lactic acid (174743-65-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 5 h / Ambient temperature

2: 86 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 84 h / 0 °C

3: 99 percent / H₂, AcOH / 10percent Pd/C / ethyl acetate / 9 h / Ambient temperature

4: 55 percent / dimethylaminopyridine, DCC / CH₂Cl₂ / 72 h / 0 °C

5: 97 percent / TFA / CH₂Cl₂ / 7.5 h / Ambient temperature

With dmap; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1016/0040-4020(95)00963-9

upstream raw materials:

D-lactic acid t-butyl ester

N-Cbz-L-Phe

Downstream raw materials:

L-phenylalanyl D-lactic acid t-butyl ester

D-phenylalanyl L-α-hydroxyisovaleryl L-phenylalanyl D-lactic acid t-butyl ester

benzyloxycarbonyl D-phenylalanyl L-α-hydroxyisovaleryl L-phenylalanyl D-lactic acid

benzyloxycarbonyl D-phenylalanyl L-α-hydroxyisovaleryl L-phenylalanyl D-lactic acid t-butyl ester