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

Base Information

• Chemical Name: benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid
• CAS No.: 105087-53-4
• Molecular Formula: C₂₈H₄₂N₂O₉
• Molecular Weight: 550.649
• Mol file: 105087-53-4.mol

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

Chemical Property of benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid

There total 9 articles about benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid 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%

benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid t-butyl ester (174757-67-6) → benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid (105087-53-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 8h;

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

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → benzyloxycarbonyl-L-valyl-L-α-hydroxyisovaleryl-L-valyl-L-α-hydroxyisovaleric acid (105087-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / DCC, dimethylaminopyridine / CH₂Cl₂ / 24 h / Ambient temperature

2: 99 percent / H₂ / 10percent Pd/C / methanol / 5 h / Ambient temperature

3: 81 percent / DCC, dimethylaminopyridine, N-methylmorpholine / CH₂Cl₂ / 12 h / Ambient temperature

4: 99 percent / TFA / CH₂Cl₂ / 8 h / 0 °C

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

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-hydroxyisovaleric acid (105087-53-4)

Guidance literature:

Multi-step reaction with 3 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

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:

Z-L-Valyl-D-α-oxy-isovaleryl-L-valyl-D-α-oxy-isovaleriansaeure-tert.-butylester

L-Valyl-D-α-oxy-isovaleriansaeure-tert-butylester

Z-L-Valyl-D-α-oxy-isovaleriansaeure

N-benzyloxycarbonyl-L-valine (R)-1-tert-butoxycarbonyl-2-methyl-propyl ester

Downstream raw materials:

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

Z-L-Valyl-D-α-oxy-isovaleryl-L-valyl-D-α-oxy-isovaleryl-L-valyl-D-α-oxy-isovaleriansaeure-tert.-butylester