(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

Base Information

Chemical Name:(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester
CAS No.:201670-63-5
Molecular Formula:C₅₂H₇₆O₃Si
Molecular Weight:777.259
Hs Code.:

(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

Synonyms:(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

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Chemical Property of (2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

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Technology Process of (2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

There total 14 articles about (2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic 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:

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

: 201670-63-5
(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

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

2: 63 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

3: 59 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / -78 °C

4: PBr₃ / diethyl ether / 1.5 h / Ambient temperature

5: 2.14 g / LiN(i-Pr)2 / tetrahydrofuran / 0.33 h / -78 °C

6: 85 percent / DIBAH / toluene / 0.08 h / 0 °C

7: 50 percent / quinuclidin-3-ol / 144 h / Ambient temperature

8: 35 percent / n-Bu₃SnH / diethyl ether / 6 h / Irradiation

9: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

10: 37 mg / DBU / toluene / 4 h / Heating

With pyridine; 18-crown-6 ether; dimethylsulfide; tri-n-butyl-tin hydride; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-quinuclidinol; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 201670-63-5
(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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: 63 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

4: 59 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / -78 °C

5: PBr₃ / diethyl ether / 1.5 h / Ambient temperature

6: 2.14 g / LiN(i-Pr)2 / tetrahydrofuran / 0.33 h / -78 °C

7: 85 percent / DIBAH / toluene / 0.08 h / 0 °C

8: 50 percent / quinuclidin-3-ol / 144 h / Ambient temperature

9: 35 percent / n-Bu₃SnH / diethyl ether / 6 h / Irradiation

10: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

11: 37 mg / DBU / toluene / 4 h / Heating

With pyridine; 1H-imidazole; 18-crown-6 ether; dimethylsulfide; tri-n-butyl-tin hydride; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-quinuclidinol; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

: 139109-04-9
(Z)-1-[(tert-butyldiphenylsilyl)oxy]-3-methyl-2-hexen-6-al

: 201670-63-5
(2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-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]-dodeca-2,6,10-trienoic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 63 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

2: 59 percent / DIBAH / toluene; tetrahydrofuran / 0.25 h / -78 °C

3: PBr₃ / diethyl ether / 1.5 h / Ambient temperature

4: 2.14 g / LiN(i-Pr)2 / tetrahydrofuran / 0.33 h / -78 °C

5: 85 percent / DIBAH / toluene / 0.08 h / 0 °C

6: 50 percent / quinuclidin-3-ol / 144 h / Ambient temperature

7: 35 percent / n-Bu₃SnH / diethyl ether / 6 h / Irradiation

8: Et₃N / CH₂Cl₂ / 0.25 h / 0 °C

9: 37 mg / DBU / toluene / 4 h / Heating

With 18-crown-6 ether; tri-n-butyl-tin hydride; phosphorus tribromide; potassium hexamethylsilazane; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-quinuclidinol; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)10260-5