3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

Base Information

Chemical Name:3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene
CAS No.:537674-10-5
Molecular Formula:C₃₉H₅₂O₅Si
Molecular Weight:628.924
Hs Code.:

Synonyms:3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

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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)-7β-acetoxy-androst-5-ene

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Technology Process of 3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

There total 5 articles about 3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene 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: 98.0%

: 108-24-7
acetic anhydride

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

: 537674-10-5
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4020(03)00108-X

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 537674-10-5
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

Guidance literature:: Multi-step reaction with 5 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

5: 98 percent / DMAP; pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; dmap; 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

: 537674-10-5
3β-[(tert-butyldiphenylsilyl)oxy]-17,17-(ethylenedioxy)-7β-acetoxy-androst-5-ene

Guidance literature:: Multi-step reaction with 4 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

4: 98 percent / DMAP; pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; dmap; 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