(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

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Chemical Name:(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one
CAS No.:810685-30-4
Molecular Formula:C₃₁H₂₇N₄O₃PS
Molecular Weight:566.62
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

There total 4 articles about (4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-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: 51.7%

: 354816-58-3
(4S)-4-benzyl-3-[(3R)-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

: 810685-30-4
(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

Guidance literature:: (4S)-4-benzyl-3-[(3R)-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; acetic acid; In tetrahydrofuran; toluene; at 20 ℃;
DOI:10.1021/jo049103g

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 810685-30-4
(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: MeMgCl / tetrahydrofuran / 0.5 h / cooling

1.2: tetrahydrofuran / 20 °C

2.1: 36 percent / BuLi / tetrahydrofuran; hexane / -78 - 20 °C

3.1: KN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

3.2: 51.7 percent / 2,4,6-triisopropylbenzenesulfonyl azide; acetic acid / tetrahydrofuran; toluene / 20 °C

With n-butyllithium; methylmagnesium chloride; potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo049103g

Reference yield:

: 128891-66-7
(4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one

: 810685-30-4
(4S)-4-benzyl-3-[(2R,3S)-2-azido-3-(diphenylphosphorothioyl)-3-phenylpropanoyl]-1,3-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 36 percent / BuLi / tetrahydrofuran; hexane / -78 - 20 °C

2.1: KN(SiMe₃)2 / tetrahydrofuran; toluene / 1 h / -78 °C

2.2: 51.7 percent / 2,4,6-triisopropylbenzenesulfonyl azide; acetic acid / tetrahydrofuran; toluene / 20 °C

With n-butyllithium; potassium hexamethylsilazane; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo049103g