(1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol

Base Information

• Chemical Name: (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol
• CAS No.: 117638-20-7
• Molecular Formula: C₄₆H₇₀O₂Si
• Molecular Weight: 683.146
• Mol file: 117638-20-7.mol

Synonyms:(1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol

Chemical Property of (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol

There total 12 articles about (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-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: 93.0%

methyllithium (917-54-4) + (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-4b,8,8,10a-tetramethyl-dodecahydro-phenanthren-2-one (117638-11-6) → (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol (117638-20-7)

Guidance literature:

In diethyl ether; 0 deg C 0.5 h and 23 deg C for 2 h;

DOI:10.1016/S0040-4039(00)96875-8

Reference yield:

Geraniol (106-24-1) → (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol (117638-20-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / imidazole / dimethylformamide / 12 h / 23 °C

2: 1.) selenium dioxide, pyridine; 2.) sodium borohydride / 1.) ethanol, reflux, 1 h; 2.) ethanol, 0 deg C, 1 h

3: 68 percent / triphenylphosphine / CCl₄ / 2 h / Heating

4: 81 percent / 1 h / -60 °C

5: 1.) titanium tetrachloride / 1.) methylene chloride, -78 deg C for 5 min, then up to 8 deg C; 2.) 8 deg C, 0.5 h

6: 93 percent / diethyl ether / 0 deg C 0.5 h and 23 deg C for 2 h

With pyridine; 1H-imidazole; sodium tetrahydroborate; selenium(IV) oxide; titanium tetrachloride; triphenylphosphine; In tetrachloromethane; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)96875-8

Reference yield:

(4aS,4bR,8aR,10aS)-4b,8,8,10a-Tetramethyl-1-methylene-dodecahydro-phenanthren-2-one (117638-09-2) → (1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-2,4b,8,8,10a-pentamethyl-tetradecahydro-phenanthren-2-ol (117638-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) titanium tetrachloride / 1.) methylene chloride, -78 deg C for 5 min, then up to 8 deg C; 2.) 8 deg C, 0.5 h

2: 93 percent / diethyl ether / 0 deg C 0.5 h and 23 deg C for 2 h

With titanium tetrachloride; In diethyl ether;

DOI:10.1016/S0040-4039(00)96875-8

upstream raw materials:

methyllithium

(1S,4aR,4bS,8aS,10aR)-1-[(3E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-3,7-dimethyl-nona-3,7-dienyl]-4b,8,8,10a-tetramethyl-dodecahydro-phenanthren-2-one

Geraniol

(4aS,4bR,8aR,10aS)-4b,8,8,10a-Tetramethyl-1-methylene-dodecahydro-phenanthren-2-one

Downstream raw materials:

tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1R,4aR,4bS,8aS,10aS)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-nona-2,6-dienyloxy]-diphenyl-silane