Alanine, 2,3-didehydro-N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl ester

Base Information

• Chemical Name: Alanine, 2,3-didehydro-N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl ester
• CAS No.: 62076-58-8
• Molecular Formula: C17H22N2O5
• Molecular Weight: 334.372
• Mol file: 62076-58-8.mol

Synonyms:

Chemical Property of Alanine, 2,3-didehydro-N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl ester

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Alanine, 2,3-didehydro-N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl ester

There total 3 articles about Alanine, 2,3-didehydro-N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl 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: 92.0%

Z-L-Val-L-βClAla-OMe (62076-47-5) → Z-L-Val-ΔAla-OMe (62076-58-8)

Guidance literature:

With triethylamine; In ethyl acetate; Ambient temperature;

DOI:10.1016/S0040-4020(01)89507-7

Reference yield: 78.0%

methyl ((benzyloxy)carbonyl)-L-valyl-L-serinate (34078-88-1) → Z-L-Val-ΔAla-OMe (62076-58-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(l) chloride; In chloroform; for 7h; Ambient temperature;

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → Z-L-Val-ΔAla-OMe (62076-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / isobutyl chloroformate, triethylamine / tetrahydrofuran; dimethylformamide / 3 h / -15 °C

2: 92 percent / triethylamine / ethyl acetate / Ambient temperature

With triethylamine; isobutyl chloroformate; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89507-7

upstream raw materials:

methyl ((benzyloxy)carbonyl)-L-valyl-L-serinate

Z-L-Val-L-βClAla-OMe

(S)-N-(benzyloxycarbonyl)valine

Downstream raw materials:

Z-Val-DL-β-CyclohexylAla-OMe

Refernces

• 1、 Andruszkiewicz, Ryszard,Czerwinski, Andrzej. "Dehydration of β-Hydroxyamino Acids with N,N'-Carbonyldiimidazole". . p. 968 - 969. Retrieved 2007/10/02.