N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Base Information

• Chemical Name: N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid
• CAS No.: 65638-93-9
• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.292
• Mol file: 65638-93-9.mol

Synonyms:N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Chemical Property of N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

There total 4 articles about N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 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: 79.0%

N-Cbz-Ala (1142-20-7) + N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (16357-59-8) → N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid (65638-93-9)

Guidance literature:

In dichloromethane; for 72h; Ambient temperature;

Reference yield:

N-Cbz-Ala (1142-20-7) + chloroformic acid ethyl ester (541-41-3) → N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid (65638-93-9)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at -10 ℃;

DOI:10.1055/s-1990-26857

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid (65638-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; tetrahydrofuran / 0 - 20 °C

2: 4-methyl-morpholine / tetrahydrofuran / 0.25 h / 0 °C

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2014.05.098

upstream raw materials:

N-Cbz-Ala

chloroformic acid ethyl ester

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

benzyl chloroformate

Downstream raw materials:

C₂₂H₂₉N₅O₆

diphenyl N^2.1-<(benzyloxy)carbonyl>-L-alanyl-(2,2-decarboxy-N^2.2-methyl-L-phenylalanin-2,2-yl)phosphonate

diphenyl N^2.1-<(benzyloxy)carbonyl>-L-alanyl-(2,2-decarboxy-N^2.2-methyl-D-phenylalanin-2,2-yl)phosphonate

diphenyl N^2.1-<(benzyloxy)carbonyl>-L-alanyl-(2,2-decarboxy-N^2.2-methyl-3,2-vinyl-D-alanin-2,2-yl)phosphonate

Refernces

• 1、 Pokorna, Aneta,Bobal, Pavel,Oravec, Michal,Rarova, Lucie,Bobalova, Janette,Jampilek, Josef. "Investigation of permeation of theophylline through skin using selected piperazine-2,5-diones". . . Retrieved 2019/02/26.
• 2、 Ezawa, Tetsuya,Jung, Seunghee,Kawashima, Yuya,Noguchi, Takuya,Imai, Nobuyuki. "Ecological base-conditioned preparation of dipeptides using unprotected α-amino acids containing hydrophilic side chains". . p. 689 - 696. Retrieved 2017/07/22.