1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17beta-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7-diene 4-phenyl-1,2,4-triazoline-3,5-dione → 1alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17beta-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7-diene

HRID 1792230노트

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HRID 1792230 반응식
C1(N2C(=O)N=NC2=O)C=CC=CC=1.[Si:14]([O:21][C@@H:22]1[C@@:39]2([CH3:40])[C:26](=[CH:27][CH:28]=[C:29]3[C@@H:38]2[CH2:37][CH2:36][C@@:34]2([CH3:35])[C@H:30]3[CH2:31][CH2:32][C@@H:33]2[CH2:41][O:42][CH2:43][CH2:44][CH2:45][C:46]([CH2:57][CH3:58])([O:49][Si:50]([CH2:55][CH3:56])([CH2:53][CH3:54])[CH2:51][CH3:52])[CH2:47][CH3:48])[CH2:25][C@@H:24]([O:59][Si:60]([C:63]([CH3:66])([CH3:65])[CH3:64])([CH3:62])[CH3:61])[CH2:23]1)([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]>CN1CCN(C)C1=O>[Si:14]([O:21][C@@H:22]1[C@@:39]2([CH3:40])[C:26](=[CH:27][CH:28]=[C:29]3[C@@H:38]2[CH2:37][CH2:36][C@@:34]2([CH3:35])[C@H:30]3[CH2:31][CH2:32][C@@H:33]2[CH2:41][O:42][CH2:43][CH2:44][CH2:45][C:46]([CH2:57][CH3:58])([O:49][Si:50]([CH2:51][CH3:52])([CH2:55][CH3:56])[CH2:53][CH3:54])[CH2:47][CH3:48])[CH2:25][C@@H:24]([O:59][Si:60]([C:63]([CH3:64])([CH3:65])[CH3:66])([CH3:61])[CH3:62])[CH2:23]1)([C:17]([CH3:19])([CH3:18])[CH3:20])([CH3:16])[CH3:15]

참가 물질

3

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HCID 867601591alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17beta-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7-diene 4-phenyl-1,2,4-triazoline-3,5-dione

생성물 1

HCID 696305921alpha,3beta-Bis(tert-butyldimethylsilyloxy)-17beta-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7-diene수율 48.9%

시약·촉매·용매 1

HCID 66611,3-Dimethyl-2-imidazolidinone용매

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온도
140 °C

실험 절차

After adding 1,3-dimethyl-2-imidazolidinone (10 ml) to 1α,3β-bis(tert-butyldimethylsilyloxy)-17β-{4-ethyl-4-(triethylsilyloxy)hexyloxymethyl}androsta-5,7-diene 4-phenyl-1,2,4-triazoline-3,5-dione adduct (0.45 g), the mixture was heated to 140° C. and reaction was proceeded for 2 hours. The reaction mixture was cooled and extracted with hexane. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure to remove the solvent. The resulting residue was purified by column chromatography (hexane:ethyl acetate=40:1) to give the titled compound (0.18 g).

후처리

  1. customreaction
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with hexane
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated under reduced pressure
  7. customto remove the solvent
  8. customThe resulting residue was purified by column chromatography (hexane:ethyl acetate=40:1)

출처 및 근거

ORD 기록
ord-bec614065837464b94be9d7d2e47a0db
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074777B2

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