(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

Base Information

Chemical Name:(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester
CAS No.:174874-88-5
Molecular Formula:C₁₉H₂₃NO₆
Molecular Weight:361.395
Hs Code.:

Synonyms:(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

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Chemical Property of (2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

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Technology Process of (2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

There total 5 articles about (2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-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:

: 141-97-9
ethyl acetoacetate

: 174874-88-5
(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

2: TMSOTf / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) RT, 18 h

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1016/0040-4020(95)01085-8

Reference yield:

: 132917-66-9
acetic acid (2S,3S)-1-benzyl-2-hydroxy-5-oxo-pyrrolidin-3-yl ester

: 174874-88-5
(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / pyridine, DMAP / 3 h / Ambient temperature

2: TMSOTf / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) RT, 18 h

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1016/0040-4020(95)01085-8

Reference yield:

: 129823-21-8,173353-34-9
(S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione

: 174874-88-5
(2R,3S)-2-(3-acetoxy-1-benzyl-5-oxo-pyrrolidin-2-yl)-3-oxo-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / NaBH₄ / ethanol / 0.25 h / -30 °C

2: 91 percent / pyridine, DMAP / 3 h / Ambient temperature

3: TMSOTf / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) RT, 18 h

With pyridine; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; In ethanol; dichloromethane;
DOI:10.1016/0040-4020(95)01085-8