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Imidazole → 4,4-Dimethyl-17beta-tert-butyldimethylsilyloxyandrost-5-en-3-one

HRID 1182873
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HRID 1182873 반응식
[CH3:1][C:2]1([CH3:23])[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]1=[CH:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[OH:22].N1C=CN=C1.[Si:29](Cl)([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30].O>CN(C=O)C>[CH3:1][C:2]1([CH3:23])[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]1=[CH:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[O:22][Si:29]([C:32]([CH3:35])([CH3:34])[CH3:33])([CH3:31])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 28928tert-Butyldimethylsilyl chlorideHCID 22415617beta-Hydroxy-4,4-dimethylandrost-5-en-3-one

생성물 1

HCID 687291174,4-Dimethyl-17beta-tert-butyldimethylsilyloxyandrost-5-en-3-one수율 93%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

To a suspension of 4,4-dimethyl-17β-hydroxyandrost-5-en-3-one (3.34 g) in DMF (30 ml), imidazole (1.40 g) and tert-butyldimethylsilyl chloride (3.15 g) were added. After stirring the mixture overnight at RT, water was added, and stirring was continued for 30 min at 0° C. The formed solid was filtered and, after drying, 4,4-dimethyl-17β-tert-butyldimethylsilyloxyandrost-5-en-3-one was obtained (4.0 g, 93% yield).

후처리

  1. additionwere added
  2. stirringstirring
  3. waitwas continued for 30 min at 0° C
  4. filtrationThe formed solid was filtered
  5. customafter drying

출처 및 근거

ORD 기록
ord-16094f7580d44b2e9ebdb586b50780bf
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664210B2

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