(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

Base Information

Chemical Name:(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester
CAS No.:641627-72-7
Molecular Formula:C₁₈H₂₇NO₆S
Molecular Weight:385.481
Hs Code.:

Synonyms:(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

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Chemical Property of (S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

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Technology Process of (S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

There total 3 articles about (S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-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: 96.0%

: 141-78-6
ethyl acetate

: 641627-71-6
1-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-ethanone

: 641627-72-7
(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

Guidance literature:: ethyl acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

1-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-ethanone; In tetrahydrofuran; at -78 ℃; for 2.5h;
DOI:10.1021/ja039223q

Reference yield:

: 157801-17-7
methyl N-benzenesulfonyl-N,O-isopropylidene-D-threoninate

: 641627-72-7
(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: i-PrMgCl / tetrahydrofuran / 0.08 h / -78 °C

1.2: 91 percent / tetrahydrofuran / 12.5 h / -78 - -40 °C

2.1: 82 percent / tetrahydrofuran / -78 - 20 °C

3.1: LDA / tetrahydrofuran / 1 h / -78 °C

3.2: 96 percent / tetrahydrofuran / 2.5 h / -78 °C

With isopropylmagnesium chloride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja039223q

Reference yield:

: 641627-70-5
(4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidine-4-carboxylic acid methoxy-methyl-amide

: 641627-72-7
(S)-3-((4R,5S)-3-Benzenesulfonyl-2,2,5-trimethyl-oxazolidin-4-yl)-3-hydroxy-butyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / tetrahydrofuran / -78 - 20 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 2.5 h / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja039223q