(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol

Base Information

• Chemical Name: (3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol
• CAS No.: 872221-81-3
• Molecular Formula: C₃₅H₅₇NO₆SSi₃
• Molecular Weight: 704.163
• Mol file: 872221-81-3.mol

Synonyms:(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol

Chemical Property of (3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol

There total 1 articles about (3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol 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: 99.0%

(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-10-phenylcarbonyloxy-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridine (872221-80-2) → (3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol (872221-81-3)

Guidance literature:

With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 0.166667h;

DOI:10.1021/ol052372o

Reference yield: 85.0%

(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol (872221-81-3) → (3aS,3bR,9bR,10R,11S,11aR)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridine-10,11-diol (872221-82-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1021/ol052372o

Reference yield:

(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridin-10-ol (872221-81-3) → (1S,2S,3S,4S,4aR,10bR)-5-(4-methylphenylsulfonyl)-8,9-di(trimethylsilyl)-1,2,3,4,4a,5,6,10b-octahydro-1,2,3,4-phenanthridinetetraol

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

2: 79 percent / Dowex 50WX₈-100 / methanol; H₂O / 4 h / 70 °C

With Dowex 50WX₈-100; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; water;

DOI:10.1139/V06-078

upstream raw materials:

(3aS,3bR,9bR,10R,11S,11aS)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-10-phenylcarbonyloxy-11-(tert-butyldimethylsilyloxy)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridine

Downstream raw materials:

(3aS,3bR,9bR,10R,11S,11aR)-2,2-dimethyl-4-(4-methylphenylsulfonyl)-7,8-di(trimethylsilyl)-3a,3b,4,5,9b,10,11,11a-octahydro[1,3]dioxolo[4,5-c]phenanthridine-10,11-diol