N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

Base Information

• Chemical Name: N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester
• CAS No.: 255865-65-7
• Molecular Formula: C₅₂H₇₂N₆O₉
• Molecular Weight: 925.178
• Mol file: 255865-65-7.mol

Synonyms:N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

Chemical Property of N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

There total 13 articles about N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl 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: 86.0%

Fmoc-Nva-Sar-OH + MeLeu-Val-MeLeu-Ala-OBzl*HCl → N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester (255865-65-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 2-bromo-3-ethyl-4-methyl thiazolium tetrafluoroborate; In dichloromethane; at -10 - 20 ℃;

DOI:10.1016/S0040-4039(99)01763-3

Reference yield:

Fmoc-norvaline-OH (135112-28-6) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester (255865-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.6 percent / BEP; DIEA / CH₂Cl₂ / -10 - 20 °C

2: 98.2 percent / H₂ / 15percent Pt black / methanol / 48 h

3: BEMT; DIEA / CH₂Cl₂ / -10 - 20 °C

With tinosorb S; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; 15percent Pt black; In methanol; dichloromethane; 1: Condensation / 2: Hydrogenolysis / 3: Condensation;

DOI:10.1021/jo991687c

Reference yield:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-norvalyl-sarcosine benzyl ester (270085-10-4) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester (255865-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98.2 percent / H₂ / 15percent Pt black / methanol / 48 h

2: BEMT; DIEA / CH₂Cl₂ / -10 - 20 °C

With tinosorb S; hydrogen; N-ethyl-N,N-diisopropylamine; 15percent Pt black; In methanol; dichloromethane; 1: Hydrogenolysis / 2: Condensation;

DOI:10.1021/jo991687c

upstream raw materials:

N-methylleucylvalyl-N-methylleucylalanine benzyl ester

N-[(9H-fluoren-9-ylmethoxy)carbonyl]norvalyl-sarcosine

H-Ala-OBzl

Fmoc-Val-OH

Downstream raw materials:

Me-Leu-Nva-Sar-(Me)Leu-Val-(Me)Leu-Ala-OBzl

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methylleucylnorvalylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester

H-Nva-Sar-(Me)Leu-Val-(Me)Leu-Ala-OBzl