(S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid

Base Information

• Chemical Name: (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid
• CAS No.: 14328-77-9
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 14328-77-9.mol

Synonyms:(S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid

Chemical Property of (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid

There total 2 articles about (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic 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:

3-ethyl-L-norvaline (14328-49-5) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid (14328-77-9)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate;

Reference yield:

(+/-)-2-Acetylamino-3-aethyl-pentansaeure (14328-53-1) → (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid (14328-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (enzymatic racemate resolution)

2: aq. NaHCO₃, aq. NaOH

With sodium hydroxide; sodium hydrogencarbonate;

Reference yield: 54.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (S)-2-(benzyloxycarbonylamino)-3-ethylpentanoic acid (14328-77-9) → (S)-benzyl 3-ethyl-1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate (1178876-41-9)

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.bmc.2009.04.052

upstream raw materials:

3-ethyl-L-norvaline

benzyl chloroformate

(+/-)-2-Acetylamino-3-aethyl-pentansaeure

Downstream raw materials:

(S)-benzyl 3-ethyl-1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate