tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

Base Information

Chemical Name:tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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
CAS No.:145773-14-4
Molecular Formula:C₄₆H₆₈OSi
Molecular Weight:665.131
Hs Code.:

tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

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Chemical Property of tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

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Technology Process of tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

There total 25 articles about tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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 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: 82.0%

: 117638-20-7
(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

: 117638-15-0,139236-71-8,139236-72-9,145773-14-4
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

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)96875-8

Reference yield:

: 145663-95-2
{(2Z,6E)-8-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-octa-2,6-dienyl}-dimethyl-amine

: 145773-14-4
tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; for 0.25h; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(00)60879-1

Reference yield:

: 139108-85-3
isocopalenyl iodide

: 145773-14-4
tert-Butyl-[(2E,6E)-3,7-dimethyl-9-((1S,4aS,4bR,8aR,10aR)-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

Guidance literature:: Multi-step reaction with 7 steps

1: 40 percent / n-Bu₃SnH / diethyl ether / 8 h / Irradiation

2: DMAP / toluene / 1 h / Ambient temperature

3: 17 mg / DBU / toluene / 6 h / Heating

4: AlH₃ / diethyl ether / 1) 0 deg C, 1 h, 2) room temperature, 1 h

5: 2) NaBH₃CN / 1) MeOH, reflux, 1.5 h, 2) MeOH, room temperature, 1 h

6: ClCO₂Et, K₂CO₃ / toluene / 24 h / Ambient temperature

7: 5 mg / LiBHEt₃ / tetrahydrofuran / 0.25 h / Ambient temperature

With aluminium hydride; dmap; tri-n-butyl-tin hydride; chloroformic acid ethyl ester; lithium triethylborohydride; sodium cyanoborohydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1016/S0040-4020(97)10260-5