(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

Base Information

Chemical Name:(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one
CAS No.:813440-50-5
Molecular Formula:C₂₇H₃₆N₂O₃Si
Molecular Weight:464.68
Hs Code.:

Synonyms:(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

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Chemical Property of (3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

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Technology Process of (3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

There total 2 articles about (3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one 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: 74.0%

: (3S,4R)-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

: 100-39-0
benzyl bromide

: 813440-50-5
(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

Guidance literature:: (3S,4R)-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.166667h;

benzyl bromide; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1021/ol048348c

Reference yield:

: 198022-08-1
(3S,4R)-1-[bis(trimethylsilyl)methyl]-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

: 813440-50-5
(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / CsF / acetonitrile / 2 h / 70 °C

2.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

2.2: 74 percent / tetrahydrofuran / -78 - 0 °C

With cesium fluoride; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ol048348c

Reference yield: 81.0%

: 813440-50-5
(3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one

: 124-38-9,18923-20-1
carbon dioxide

: (3S,4R)-3-benzyl-1-carboxymethyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-1,3-oxazolidin-3-yl]azetidin-2-one

Guidance literature:: (3S,4R)-3-benzyl-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-1-(trimethylsilylmethyl)-azetidin-2-one; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃;

carbon dioxide; In tetrahydrofuran; pentane; at 20 ℃;
DOI:10.1021/jo060537g