(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

Base Information

Chemical Name:(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene
CAS No.:478161-67-0
Molecular Formula:C₄₃H₅₅FO₁₁Si
Molecular Weight:794.987
Hs Code.:

(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

Synonyms:(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

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Chemical Property of (1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

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Technology Process of (1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

There total 6 articles about (1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene 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: 42.0%

: 478161-66-9
C₄₃H₅₆O₁₂Si

: 478161-67-0
(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

: C₄₃H₅₄O₁₁Si

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃;
DOI:10.1016/S0960-894X(02)00628-5

Reference yield:

: 994-30-9
triethylsilyl chloride

: 478161-67-0
(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / imidazole / dimethylformamide / 20 °C

2: 85 percent / TsOH / methanol / 20 °C

3: 42 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; diethylamino-sulfur trifluoride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00628-5

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 478161-67-0
(1S,2S,3R,4S,5R,7R,8R,10R,13S)-4-(acetoxy)-2-(benzoyloxy)-10-[(benzyloxycar bonyl)oxy]-5,20-epoxy-7-fluoro-1-hydroxy-9-oxo-13-[(triethylsilyl)oxy]tax-11-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -40 °C

2: 76 percent / imidazole / dimethylformamide / 20 °C

3: 85 percent / TsOH / methanol / 20 °C

4: 42 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; n-butyllithium; diethylamino-sulfur trifluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00628-5