2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

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Chemical Name:2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone
CAS No.:865540-25-6
Molecular Formula:C₃₆H₅₃NO₅SSi
Molecular Weight:639.972
Hs Code.:

Synonyms:2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

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Chemical Property of 2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

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Technology Process of 2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

There total 7 articles about 2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-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: 71.0%

: C₃₁H₅₂O₆Si

: 131744-19-9,145588-94-9
(4S)-4-benzyl-1,3-oxazolidine-2-thione

: 865540-25-6
2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ol051543m

Reference yield:

: 865540-44-9
(2S,3R,4S)-4-Benzyloxy-2-methyl-hept-6-ene-1,3-diol

: 865540-25-6
2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / imidazole / dimethylformamide / 20 h / 70 °C

2.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

2.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

3.1: triethylamine / tetrahydrofuran / -78 - 0 °C

4.1: 71 percent / n-BuLi / tetrahydrofuran; hexane; CH₂Cl₂ / 1 h / -78 °C

With 1H-imidazole; n-butyllithium; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051543m

Reference yield:

: 865540-24-5
(2S,3R,4S)-4-Benzyloxy-2-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

: 865540-25-6
2-[(1R,2S)-2-Benzyloxy-1-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.17 h / 0 °C

1.2: 81 percent / tetrahydrofuran; various solvent(s) / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / -78 - 0 °C

3.1: 71 percent / n-BuLi / tetrahydrofuran; hexane; CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; sodium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol051543m