Tetrahydrofuran → HCID 53978241, 화합물

HRID 1684565노트

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HRID 1684565 반응식
[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][CH2:5][Mg]Br.[CH3:10][C@:11]12[CH2:28][CH2:27][C@H:26]3[C@@H:16]([CH2:17][CH:18]=[C:19]4[C@:24]3([CH3:25])[CH2:23][CH2:22][C:21]([CH2:29][OH:30])=[CH:20]4)[C@@H:15]1[CH2:14][CH2:13][CH2:12]2.C1C[O:34][CH2:33]C1>>[F:1][C:2]([F:9])([F:8])[CH2:3][CH2:4][CH2:5][CH:33]([C@H:12]1[CH2:13][CH2:14][C@H:15]2[C@H:16]3[C@H:26]([CH2:27][CH2:28][C@:11]12[CH3:10])[C@:24]1([CH3:25])[C:19]([CH:20]=[C:21]([CH2:29][OH:30])[CH2:22][CH2:23]1)=[CH:18][CH2:17]3)[OH:34]

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 86751003HCID 86751003, 화합물HCID 178506316HCID 178506316, 화합물

생성물 1

HCID 53978241HCID 53978241, 화합물

실험 절차

4,4,4-trifluorobutyl magnesium bromide (0.25M in THF, 4.0 ml, 1.0 mmol) was added to a solution of (17β)-17-carboxaldehydo- androsta-3,5-diene-3-methanol (50 mg, 0.16 mmol) in THF at 0 degrees C. After 0.5 h the reaction was quenched with aqueous ammonium chloride, the aqueous layer was extracted with EtOAc, the combined organic extracts were dried (MgSO4), filtered, concentrated, and chromatographed (silica gel, 20% EtOAc) to yield the title compound.

후처리

  1. customAfter 0.5 h the reaction was quenched with aqueous ammonium chloride
  2. extractionthe aqueous layer was extracted with EtOAc
  3. dry with materialthe combined organic extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customchromatographed (silica gel, 20% EtOAc)

출처 및 근거

ORD 기록
ord-788930b7e40e45a09fef5e4d8b2a9171
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05641765

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