(2E,6Z)-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-dienoic acid methyl ester

Base Information

Chemical Name:(2E,6Z)-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-dienoic acid methyl ester
CAS No.:139108-91-1
Molecular Formula:C₄₇H₆₈O₃Si
Molecular Weight:709.141
Hs Code.:

(2E,6Z)-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-dienoic acid methyl ester

Synonyms:(2E,6Z)-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-dienoic acid methyl ester

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Chemical Property of (2E,6Z)-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-dienoic acid methyl ester

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Technology Process of (2E,6Z)-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-dienoic acid methyl ester

There total 11 articles about (2E,6Z)-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-dienoic acid methyl ester 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:

: 139108-85-3
isocopalenyl iodide

: 139108-91-1
(2E,6Z)-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-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / n-Bu₃SnH / diethyl ether / 11 h / Irradiation

2: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

3: 7 mg / DBU / toluene / 4 h / Heating

With tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 106-25-2
Nerol

: 139108-91-1
(2E,6Z)-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-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / imidazole / dimethylformamide / 0.25 h / Ambient temperature

2: 1) O₃, pyridine, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 1 h, 2) CH₂Cl₂, -78 deg C -> room temperature, 2 h

3: 44 percent / DABCO / 552 h / Ambient temperature

4: 48 percent / n-Bu₃SnH / diethyl ether / 11 h / Irradiation

5: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

6: 7 mg / DBU / toluene / 4 h / Heating

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; dimethylsulfide; tri-n-butyl-tin hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 139109-03-8
(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene

: 139108-91-1
(2E,6Z)-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-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) O₃, pyridine, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 1 h, 2) CH₂Cl₂, -78 deg C -> room temperature, 2 h

2: 44 percent / DABCO / 552 h / Ambient temperature

3: 48 percent / n-Bu₃SnH / diethyl ether / 11 h / Irradiation

4: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

5: 7 mg / DBU / toluene / 4 h / Heating

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; dimethylsulfide; tri-n-butyl-tin hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)10260-5