(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

Base Information

Chemical Name:(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester
CAS No.:577974-20-0
Molecular Formula:C₁₇H₂₁Cl₂NO₅
Molecular Weight:390.263
Hs Code.:

Synonyms:(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

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Chemical Property of (2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

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Technology Process of (2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

There total 3 articles about (2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl 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:

: 91077-75-7
α-Trimethylsilyloxy-3,4-dichlorostyrene

: 81357-11-1
[(E)-tert-Butoxycarbonylimino]-acetic acid ethyl ester

: (2R)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

: 577974-20-0
(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

Guidance literature:: α-Trimethylsilyloxy-3,4-dichlorostyrene; [(E)-tert-Butoxycarbonylimino]-acetic acid ethyl ester; With (S,S)-(o-MeC₆H₄-CH₂NHCHPh)2; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at -20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1021/ol034717d

Reference yield:

: 14719-37-0
ethyl 2-(tert-butoxycarbonylamino)acetate

: 577974-20-0
(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-bromosuccinimide

2.1: piperidinomethylpolystyrene / CH₂Cl₂ / 0.17 h / 20 °C

3.1: Cu(OTf)2; (S,S)-(o-MeC₆H₄-CH₂NHCHPh)2 / CH₂Cl₂ / 1 h / -20 °C

3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C

With N-Bromosuccinimide; piperidinomethylpolystyrene; (S,S)-(o-MeC₆H₄-CH₂NHCHPh)2; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; 3.1: Mannich-type reaction;
DOI:10.1021/ol034717d

Reference yield:

: 85992-86-5
2-Brom-2-(tert-butoxycarbonylamino)essigsaeure-ethylester

: 577974-20-0
(2S)-2-tert-butoxycarbonylamino-4-oxo-4-(3,4-dichlorophenyl)butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: piperidinomethylpolystyrene / CH₂Cl₂ / 0.17 h / 20 °C

2.1: Cu(OTf)2; (S,S)-(o-MeC₆H₄-CH₂NHCHPh)2 / CH₂Cl₂ / 1 h / -20 °C

2.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C

With piperidinomethylpolystyrene; (S,S)-(o-MeC₆H₄-CH₂NHCHPh)2; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; 2.1: Mannich-type reaction;
DOI:10.1021/ol034717d