1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

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Chemical Name:1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone
CAS No.:694520-62-2
Molecular Formula:C₃₉H₅₁NO₄SSi
Molecular Weight:657.99
Hs Code.:

Synonyms:1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

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Chemical Property of 1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

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Technology Process of 1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

There total 9 articles about 1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone 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: 84.0%

: 433268-11-2
Acetic acid (S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl ester

: 694520-57-5
(R)-N-acetyl-4,4-diphenyl-5-benzyloxazolidin-2-thione

: 694520-62-2
1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

Guidance literature:: (R)-N-acetyl-4,4-diphenyl-5-benzyloxazolidin-2-thione; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.333333h;

Acetic acid (S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl ester; In dichloromethane; at -20 ℃; for 0.5h;
DOI:10.1021/jo035811a

Reference yield:

: 21685-51-8
D-phenylalanine methyl ester

: 694520-62-2
1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 37 g / diethyl ether / 9 h / Heating

2.1: 88 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 89 percent / NaH / tetrahydrofuran / 3 h / 20 °C

4.1: TiCl₄; diisopropylethylamine / CH₂Cl₂ / 0.33 h / 0 °C

4.2: 84 percent / CH₂Cl₂ / 0.5 h / -20 °C

With titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Grignard addition;
DOI:10.1021/jo035811a

Reference yield:

: phenylmagnesium bromide

: 694520-62-2
1-((R)-4-Benzyl-5,5-diphenyl-2-thioxo-oxazolidin-3-yl)-2-{(2S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-pentyl]-tetrahydro-furan-2-yl}-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 37 g / diethyl ether / 9 h / Heating

2.1: 88 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 89 percent / NaH / tetrahydrofuran / 3 h / 20 °C

4.1: TiCl₄; diisopropylethylamine / CH₂Cl₂ / 0.33 h / 0 °C

4.2: 84 percent / CH₂Cl₂ / 0.5 h / -20 °C

With titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Grignard addition;
DOI:10.1021/jo035811a