(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

Base Information

Chemical Name:(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one
CAS No.:845724-62-1
Molecular Formula:C₃₀H₅₃NO₅SSi₂
Molecular Weight:595.992
Hs Code.:

Synonyms:(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

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Chemical Property of (2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

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Technology Process of (2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

There total 5 articles about (2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-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: 95.0%

: 845724-61-0
(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-6-methoxy-2-methyl-hexan-1-one

: 994-30-9
triethylsilyl chloride

: 845724-62-1
(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 3h;
DOI:10.1002/anie.200461469 DOI:10.1002/ejoc.200500632 DOI:10.1021/jo800545r

Reference yield:

: 263543-10-8
(R)-3-(tert-butyldimethylsilyloxy)-4-methoxybutanal

: 845724-62-1
(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: TiCl₄; (-)-sparteine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: 95 percent / CH₂Cl₂ / 2 h / -78 - 0 °C

2.1: 95 percent / imidazole / dimethylformamide / 3 h / 0 °C

With 1H-imidazole; titanium tetrachloride; (-)-sparteine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500632

Reference yield:

: 145588-95-0,334968-78-4
N-propanoyl-(S)-4-benzyl-1,3-oxazolidine-2-thione

: 845724-62-1
(2S,3R,5R)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-2-methyl-3-triethylsilanyloxy-hexan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / TiCl₄; (-)-sparteine / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 95 percent / imidazole / dimethylformamide / 3 h / 0 °C

With 1H-imidazole; titanium tetrachloride; (-)-sparteine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200461469