(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

Base Information

Chemical Name:(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate
CAS No.:1448429-30-8
Molecular Formula:C₁₈H₂₄N₂O₅
Molecular Weight:348.399
Hs Code.:

Synonyms:(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

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Chemical Property of (2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

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Technology Process of (2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

There total 7 articles about (2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate 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: 30.6%

: 21930-98-3
(S)-2-amino-4-methyl-N-phenylpentanamide

: 63734-73-6,66647-16-3,68521-71-1,89886-73-7,93061-20-2,149884-11-7
ethyl (2S,3S)-2,3-epoxysuccinate

: 1448429-30-8
(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

Guidance literature:: (S)-2-amino-4-methyl-N-phenylpentanamide; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

ethyl (2S,3S)-2,3-epoxysuccinate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield:

: 110325-39-8
tert-butyl (4-methyl-1-oxo-1-(phenylamino)pentan-2-yl)carbamate

: 1448429-30-8
(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / 6.5 h / 0 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm4006719

Reference yield:

: 13811-71-7
diethyl (2S,3S)-tartrate

: 1448429-30-8
(2S,3S)-ethyl 3-((S)-4-methyl-1-oxo-1-(phenylamino)pentan-2-ylcarbamoyl)oxirane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen bromide; acetic acid / 13 h / 0 - 25 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / 5 h / 0 - 25 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 8.5 h / 0 - 25 °C / Inert atmosphere

3.2: pH Ca_. 4

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 25 °C / Inert atmosphere

With hydrogen bromide; benzotriazol-1-ol; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm4006719