4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one

Base Information

• Chemical Name: 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one
• CAS No.: 182573-89-3
• Molecular Formula: C₃₂H₅₆O₅Si₂
• Molecular Weight: 576.965
• Mol file: 182573-89-3.mol

Synonyms:4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one

Chemical Property of 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one

There total 1 articles about 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-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:

4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3,4-dihydroxy-dihydro-furan-2-one → 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one (182573-89-3)

Guidance literature:

With pyridine; sodium hydride; 1,1'-carbonyldiimidazole; Yield given. Multistep reaction; 1.) 20 deg C, 1.5 h, 2.) 1.5 h;

DOI:10.1016/0040-4020(96)00753-3

Reference yield: 84.0%

4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid (85559-46-2) + 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one (182573-89-3) → 22-[4-(3-trifluoromethyl-3H-diazirinyl)benzoyloxy]-3β-(tert-butyldimethylsilyloxy)-14-trimethylsilyloxy-5β,14β-card-20(22)-enolide

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00916-9

Reference yield: 78.0%

benzoic acid (65-85-0,8013-63-6) + 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-5H-furan-2-one (182573-89-3) → Benzoic acid 4-[(3S,5R,8R,9S,10S,13R,14S,17S)-3-(tert-butyl-dimethyl-silanyloxy)-10,13-dimethyl-14-trimethylsilanyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-2-oxo-2,5-dihydro-furan-3-yl ester

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/0040-4020(96)00753-3

Downstream raw materials:

22-(4-benzoylbenzoyloxy)-3β,14-dihydroxy-5β,14β-card-20(22)-enolide

22-(4-benzoylbenzoyloxy)-14-hydroxy-3β-(4-isothiocyanatobenzoyloxy)-5β,14β-card-20(22)-enolide