(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

Base Information

Chemical Name:(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone
CAS No.:134272-29-0
Molecular Formula:C₁₉H₂₉NO₄Si
Molecular Weight:363.529
Hs Code.:

Synonyms:(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

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Technology Process of (4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

There total 3 articles about (4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone 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: 60.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 253608-05-8
Acetic acid (S)-1-benzyl-2-hydroxy-5-oxo-pyrrolidin-3-yl ester

: 134272-36-9
(4S,5R)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

: 134272-29-0
(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1016/0040-4020(92)85007-2

Reference yield:

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

: 134272-29-0
(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / NaBH₄ / methanol / 0.25 h / -4 °C

2: 60 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(92)85007-2

Reference yield:

: 59025-03-5
(S)-acetoxysuccinic anhydride

: 134272-29-0
(4S,5S)-N-benzyl-4-acetoxy-5-(tert-butyldimethylsilyl)oxy-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 2) AcCl / 1) CH₂Cl₂, 1 h, 2) reflux, 10 h

2: 65 percent / NaBH₄ / methanol / 0.25 h / -4 °C

3: 60 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; acetyl chloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(92)85007-2