(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

Base Information

Chemical Name:(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one
CAS No.:1309572-10-8
Molecular Formula:C₁₆H₂₉NO₃Si
Molecular Weight:313.481
Hs Code.:

Synonyms:(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

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Chemical Property of (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

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Technology Process of (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

There total 7 articles about (4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)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: 71.0%

: 1309572-15-3
C₂₀H₃₇⁽²⁾H₂NO₄Si

: 1309572-10-8
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere;
DOI:10.1021/ol201120k

Reference yield:

: (E)-2,3-dideuteroocta-2,7-dien-1-ol

: 1309572-10-8
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

2: chromium dichloride; sodium iodide / tetrahydrofuran / 20 °C / Inert atmosphere

3: Grubbs catalyst first generation / dichloromethane / 20 °C / Inert atmosphere

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

5: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

6: sodium hydride / tetrahydrofuran; mineral oil / Inert atmosphere

With pyridine; Grubbs catalyst first generation; chromium dichloride; dmap; sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil; 2: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k

Reference yield:

: 1309572-09-5
tert-butyl (1S,2S)-3-(tert-butyldiphenylsilyloxy)-1-((S)-1,2-dideuterocyclohex-2-enyl)-1-hydroxypropan-2-ylcarbamate

: 1309572-10-8
(4S,5S)-4-((tert-butyldimethylsilyloxy)methyl)-5-((S)-1,2-dideuterocyclohex-2-enyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran; mineral oil / Inert atmosphere

With dmap; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol201120k