(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

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Chemical Name:(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one
CAS No.:191328-27-5
Molecular Formula:C₃₂H₃₆N₄O₄Si
Molecular Weight:568.748
Hs Code.:

Synonyms:(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

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Chemical Property of (S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

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Technology Process of (S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

There total 5 articles about (S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-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: 86.0%

: 191328-26-4
(S)-4-Benzyl-3-[(R)-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-oxazolidin-2-one

: 191328-27-5
(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: With triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; acetic acid; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(97)00713-2

Reference yield:

: 92808-78-1
(E)-4-(tert-butyldiphenylsilyloxy)-2-buten-1-ol

: 191328-27-5
(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / (CH₃)3CCO₂H / o-xylene / 3 h / 140 °C

2: 78 percent / NaOH / methanol; tetrahydrofuran / 18 h / Ambient temperature

3: 1.) pivaloyl chloride, Et₃N / 1.) THF; 2.) from -78 degC to room t.

4: 86 percent / potassium bistrimethylsilyl amide, triisopropylbenzenesulfonyl azide, HOAc / tetrahydrofuran / 0.5 h / -78 °C

With sodium hydroxide; triisopropylbenzenesulfonyl azide; pivaloyl chloride; potassium hexamethylsilazane; acetic acid; triethylamine; Trimethylacetic acid; In tetrahydrofuran; methanol; o-xylene;
DOI:10.1016/S0040-4039(97)00713-2

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 191328-27-5
(S)-3-[(2S,3S)-2-Azido-3-(tert-butyl-diphenyl-silanyloxymethyl)-pent-4-enoyl]-4-benzyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: n-BuLi / tetrahydrofuran / 0 °C

2: 90 percent / (CH₃)3CCO₂H / o-xylene / 3 h / 140 °C

3: 78 percent / NaOH / methanol; tetrahydrofuran / 18 h / Ambient temperature

4: 1.) pivaloyl chloride, Et₃N / 1.) THF; 2.) from -78 degC to room t.

5: 86 percent / potassium bistrimethylsilyl amide, triisopropylbenzenesulfonyl azide, HOAc / tetrahydrofuran / 0.5 h / -78 °C

With sodium hydroxide; n-butyllithium; triisopropylbenzenesulfonyl azide; pivaloyl chloride; potassium hexamethylsilazane; acetic acid; triethylamine; Trimethylacetic acid; In tetrahydrofuran; methanol; o-xylene;
DOI:10.1016/S0040-4039(97)00713-2