(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

Base Information

Chemical Name:(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one
CAS No.:537674-13-8
Molecular Formula:C₃₈H₅₂O₄Si
Molecular Weight:600.914
Hs Code.:

(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

Synonyms:(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

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Chemical Property of (2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

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Technology Process of (2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

There total 8 articles about (2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one 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: 93.0%

: 77-76-9
2,2-dimethoxy-propane

: 537674-12-7
3β-[(tert-butyldiphenylsilyl)oxy]-5α-androstan-6α,7β-diol-17-one

: 537674-13-8
(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

Guidance literature:: With pyridinium p-toluenesulfonate; at 20 ℃;
DOI:10.1016/S0040-4020(03)00108-X

Reference yield: 77.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 202415-97-2
(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-hydroxy-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

: 537674-13-8
(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Inert atmosphere;

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 537674-13-8
(2S,4aR,4bS,6aS,9aS,9bR,9cR,12aR,12bS)-2-((tert-butyldiphenylsilyl)oxy)-4a,6a,11,11-tetramethyltetradecahydro-1H-cyclopenta[1,2]phenanthro[9,10-d][1,3]dioxol-7(8H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 20 °C

2.1: 100 percent / triethyl orthoformate; p-TsOH*H₂O / CH₂Cl₂ / 20 °C

3.1: 81 percent / CrO₃; dimethylpyrazole / CH₂Cl₂ / 4 h / -20 °C

4.1: 81 percent / CeCl₃; NaBH₄ / ethanol; tetrahydrofuran / 1 h / 20 °C

5.1: 98 percent / DMAP; pyridine / CH₂Cl₂ / 4 h / 20 °C

6.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

6.2: 72 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 2 h / 0 °C

7.1: 84 percent / Pd(CH₃CN)2Cl₂ / H₂O; acetone / 20 - 40 °C

8.1: 93 percent / pyridinium p-toluenesulfonate / 20 °C

With pyridine; 1,3-dimethyl-1H-pyrazole; chromium(VI) oxide; dmap; dichloro bis(acetonitrile) palladium(II); sodium tetrahydroborate; cerium(III) chloride; dimethylsulfide borane complex; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; orthoformic acid triethyl ester; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;
DOI:10.1016/S0040-4020(03)00108-X