N-Z-D-valine pentafluorophenyl ester

Base Information

• Chemical Name: N-Z-D-valine pentafluorophenyl ester
• CAS No.: 325687-63-6
• Molecular Formula: C₁₉H₁₆F₅NO₄
• Molecular Weight: 417.332
• Mol file: 325687-63-6.mol

Synonyms:N-Z-D-valine pentafluorophenyl ester

Chemical Property of N-Z-D-valine pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Z-D-valine pentafluorophenyl ester

There total 3 articles about N-Z-D-valine pentafluorophenyl 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: 95.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + N-[(benzyloxy)carbonyl]-D-valine (1685-33-2) → N-Z-D-valine pentafluorophenyl ester (325687-63-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)01409-X

Reference yield:

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) → N-Z-D-valine pentafluorophenyl ester (325687-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. NaHCO₃ / 0 - 20 °C

2: 95 percent / EDAC*HCl; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/ja010222c

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-Z-D-valine pentafluorophenyl ester (325687-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. NaHCO₃ / 0 - 20 °C

2: 95 percent / EDAC*HCl; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/ja010222c

upstream raw materials:

2,3,4,5,6-pentafluorophenol

N-[(benzyloxy)carbonyl]-D-valine

D-Val-OH

benzyl chloroformate

Downstream raw materials:

(4R)-4-benzyloxycarbonylamino-3-oxo-hexanoic acid methyl ester

(-)-tamandarin B

(3S,4R)-4-benzyloxycarbonylamino-3-hydroxyhexanoic acid methyl ester

(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester