N-[(benzyloxy)carbonyl]-glutaminyl-valinol

Base Information

• Chemical Name: N-[(benzyloxy)carbonyl]-glutaminyl-valinol
• CAS No.: 83537-86-4
• Molecular Formula: C₁₈H₂₇N₃O₅
• Molecular Weight: 365.429
• Mol file: 83537-86-4.mol

Synonyms:N-[(benzyloxy)carbonyl]-glutaminyl-valinol

Chemical Property of N-[(benzyloxy)carbonyl]-glutaminyl-valinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(benzyloxy)carbonyl]-glutaminyl-valinol

There total 2 articles about N-[(benzyloxy)carbonyl]-glutaminyl-valinol 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: 73.0%

(S)-valinol (2026-48-4,473-75-6) + N2-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) (7763-16-8) → N-[(benzyloxy)carbonyl]-glutaminyl-valinol (83537-86-4)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 6h;

DOI:10.1002/hlca.200890057

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → N-[(benzyloxy)carbonyl]-glutaminyl-valinol (83537-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄, BF₃ / diethyl ether

2: 63 percent / CH₂Cl₂; dimethylformamide / 12 h / 5 °C

With sodium tetrahydroborate; boron trifluoride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlac.198219820909

Reference yield:

N-[(benzyloxy)carbonyl]-glutaminyl-valinol (83537-86-4) → (S)-2-[(S)-1-(1-{1-[(S)-3-Carbamoyl-1-((S)-1-hydroxymethyl-2-methyl-propylcarbamoyl)-propylcarbamoyl]-1-methyl-ethylcarbamoyl}-1-methyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂ / Pd(10percent on charcoal) / methanol / 4.5 h

2: 1) HOBt, DCC / 1) CH₂Cl₂, DMF, 30 min, room temp., 2) 16h room temp.

With hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; 10% palladium on active carbon; In methanol;

DOI:10.1002/jlac.198219820909

upstream raw materials:

(S)-valinol

N²-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester)

L-valine