benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester

Base Information

• Chemical Name: benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester
• CAS No.: 13516-17-1
• Molecular Formula: C₂₂H₃₃NO₆
• Molecular Weight: 407.507
• Mol file: 13516-17-1.mol

Synonyms:benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester

Chemical Property of benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester

There total 1 articles about benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric 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%

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + L-α-hydroxyisovaleric acid t-butyl ester (3519-30-0) → benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester (13516-17-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0040-4020(95)00962-0

Reference yield: 100.0%

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester (13516-17-1) → benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid (32693-80-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 10h; Ambient temperature;

DOI:10.1016/0040-4020(95)00962-0

Reference yield:

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester (13516-17-1) → benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid pentafluorophenyl ester (125760-11-4)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 81 percent / DCC, dimethylaminopyridine, N-methylmorpholine / CH₂Cl₂ / 12 h / Ambient temperature

3: 99 percent / TFA / CH₂Cl₂ / 8 h / 0 °C

4: 69 percent / DCC, dimethylaminopyridine, N-methylmorpholine / CH₂Cl₂ / 16 h / Ambient temperature

5: 87 percent / TFA / CH₂Cl₂ / 3 h / Ambient temperature

6: 70 percent / DCC, dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

With 4-methyl-morpholine; dmap; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/0040-4020(95)00962-0

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

L-α-hydroxyisovaleric acid t-butyl ester

Downstream raw materials:

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleric acid

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid pentafluorophenyl ester

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester