{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

Base Information

Chemical Name:{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester
CAS No.:303961-20-8
Molecular Formula:C₂₁H₂₆Cl₃N₃O₅
Molecular Weight:506.814
Hs Code.:

Synonyms:{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

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Chemical Property of {2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

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Technology Process of {2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

There total 7 articles about {2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl 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: 47.0%

: 303960-75-0
(S)-2-(2-oxo-4-phenylazetidin-1-yl)acetic acid

: L-valyl-L-alanine 2,2,2-trichloroethyl ester hydrochloride

: 303961-20-8
{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 10h;
DOI:10.1002/1521-4184(20008)333:8<243::AID-ARDP243>3.0.CO;2-O

Reference yield:

: 67077-19-4
ethyl (RS)-2-(2-oxo-4-phenylazetidin-1-yl)acetate

: L-valyl-L-alanine 2,2,2-trichloroethyl ester hydrochloride

: {2-[(R)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

: 303961-20-8
{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

Guidance literature:: ethyl (RS)-2-(2-oxo-4-phenylazetidin-1-yl)acetate; With sodium hydroxide; α-chymotrypsin; In phosphate buffer; acetone; pH=8;

L-valyl-L-alanine 2,2,2-trichloroethyl ester hydrochloride; With diphenyl phosphoryl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 10h; Title compound not separated from byproducts;
DOI:10.1002/1521-4184(20008)333:8<243::AID-ARDP243>3.0.CO;2-O

Reference yield:

: 5661-55-2
4-phenylazetidin-2-one

: 303961-20-8
{2-[(S)-2-oxo-4-phenylazetidin-1-yl]acetyl}-L-valyl-L-alanine 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 71 percent / KOH; Bu₄NBr / tetrahydrofuran

2.1: α-chymotrypsin; aq. NaOH / aq. phosphate buffer; acetone / pH 8

2.2: diphenyl phosphorazidate; Et₃N / dimethylformamide / 10 h / 0 °C

With potassium hydroxide; sodium hydroxide; tetrabutylammomium bromide; α-chymotrypsin; In tetrahydrofuran; phosphate buffer; acetone;
DOI:10.1002/1521-4184(20008)333:8<243::AID-ARDP243>3.0.CO;2-O