반응 #70403

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3β-tert-butyldimethylsilyloxyandrostane-6α,17β-diol

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3β-tert-butyldimethylsilyloxyandrostane-6,17-dione

수율 75.0%

용매

DMSO

반응 조건

후처리

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   기타After 1.5 h the mixture was quenched at room temperature by addition of H2O (300 mL)
3. 3
   여과After 15 min the mixture was filtered
4. 4
   세척the cake was washed with H2O
5. 5
   추출The cake was extracted with Et2O (4×)
6. 6
   건조The combined organic extracts were dried over Na2SO4
7. 7
   기타evaporated to dryness

실험 절차

To a stirred suspension of 3β-tert-butyldimethylsilyloxyandrostane-6α,17β-diol (EP 0825197 A2, 6.21 g) in DMSO (160 mL), IBX (16.45 g) was added at room temperature. After 1.5 h the mixture was quenched at room temperature by addition of H2O (300 mL). After 15 min the mixture was filtered and the cake was washed with H2O. The cake was extracted with Et2O (4×). The combined organic extracts were dried over Na2SO4 and evaporated to dryness to give 3β-tert-butyldimethylsilyloxyandrostane-6,17-dione (0.36 g, 75%). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS: δ 3.54 (1H, m), 2.47-1.08 (20H, m), 0.84 (9H, s), 0.77 (3H, s), 0.66 (1H, s), 0.01 (6H, s).

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