3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

Base Information

Chemical Name:3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol
CAS No.:537674-09-2
Molecular Formula:C₃₇H₅₀O₄Si
Molecular Weight:586.887
Hs Code.:

Synonyms:3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

Chemical Property:

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Technology Process of 3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

There total 4 articles about 3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-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: 81.0%

: 537674-08-1
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-7-one

: 537674-09-2
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(03)00108-X

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 537674-09-2
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 20 °C

3: 81 percent / CrO₃; dimethylpyrazole / CH₂Cl₂ / 4 h / -20 °C

4: 81 percent / CeCl₃; NaBH₄ / ethanol; tetrahydrofuran / 1 h / 20 °C

With 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; orthoformic acid triethyl ester; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(03)00108-X

Reference yield:

: 191677-71-1
(3S,10R,13S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-3,4,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one

: 537674-09-2
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-androst-5-en-β7-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 20 °C

2: 81 percent / CrO₃; dimethylpyrazole / CH₂Cl₂ / 4 h / -20 °C

3: 81 percent / CeCl₃; NaBH₄ / ethanol; tetrahydrofuran / 1 h / 20 °C

With 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; sodium tetrahydroborate; cerium(III) chloride; toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(03)00108-X