17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

Base Information

Chemical Name:17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol
CAS No.:1053182-92-5
Molecular Formula:C₃₄H₃₄O₂Si
Molecular Weight:502.728
Hs Code.:

Synonyms:17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

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Chemical Property of 17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

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Technology Process of 17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

There total 8 articles about 17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-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: 96.0%

: 145628-97-3
3-(Benzoyloxy)-17-<(tert-butyldiphenylsilyl)oxy>-15,16-dihydro-11-methylcyclopenta phenanthrene

: 1053182-92-5
17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; methanol; for 3h; Ambient temperature;
DOI:10.1021/jo00054a018

Reference yield:

: 145627-72-1
15,16-Dihydro-3-methoxy-11-methylcyclopenta phenanthrene

: 1053182-92-5
17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 64 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 1654.9 Torr

2: 70 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / acetic acid; H₂O / 24 h / Ambient temperature

3: 75 percent / 10 percent Pd/C / various solvent(s) / 1 h / Heating

4: BBr₃ / CH₂Cl₂ / 2 h / -78 °C

5: pyridine / 5 h

6: 95 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

7: 85 percent / 4-(N,N-dimethylamino)pyridine, imidazole / CH₂Cl₂ / 5 h / Ambient temperature

8: 96 percent / 0.1 M KOH / tetrahydrofuran; methanol / 3 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; hydrogen; boron tribromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate;
DOI:10.1021/jo00054a018

Reference yield:

: 145628-89-3
3-Methoxy-11-methyl-6,7,15,16-tetrahydrocyclopenta phenanthren-17-one

: 1053182-92-5
17-(tert-Butyl-diphenyl-silanyloxy)-11-methyl-16,17-dihydro-15H-cyclopenta[a]phenanthren-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / 10 percent Pd/C / various solvent(s) / 1 h / Heating

2: BBr₃ / CH₂Cl₂ / 2 h / -78 °C

3: pyridine / 5 h

4: 95 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

5: 85 percent / 4-(N,N-dimethylamino)pyridine, imidazole / CH₂Cl₂ / 5 h / Ambient temperature

6: 96 percent / 0.1 M KOH / tetrahydrofuran; methanol / 3 h / Ambient temperature

With pyridine; 1H-imidazole; dmap; potassium hydroxide; sodium tetrahydroborate; boron tribromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00054a018