Water → HCID 53711472, 화합물

HRID 1684567노트

반응식

HRID 1684567 반응식
Cl([O-])=O.[Na+].[F:5][C:6]([F:34])([F:33])[CH2:7][CH2:8][CH2:9][C:10]([C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:28]([CH2:29][CH2:30][C@:13]12[CH3:14])[C@:26]1([CH3:27])[C:21]([CH:22]=[C:23]([CH:31]=[O:32])[CH2:24][CH2:25]1)=[CH:20][CH2:19]3)=[O:11].P([O-])([O-])([O-])=[O:36].[Na+].[Na+].[Na+].O>CC(=CC)C.C1COCC1.C(O)(=O)C.C(O)(C)(C)C>[F:5][C:6]([F:33])([F:34])[CH2:7][CH2:8][CH2:9][C:10]([C@H:12]1[CH2:17][CH2:16][C@H:15]2[C@H:18]3[C@H:28]([CH2:29][CH2:30][C@:13]12[CH3:14])[C@:26]1([CH3:27])[C:21]([CH:22]=[C:23]([C:31]([OH:36])=[O:32])[CH2:24][CH2:25]1)=[CH:20][CH2:19]3)=[O:11]

참가 물질

9

반응물 4

HCID 962WaterHCID 24243Trisodium PhosphateHCID 22874155HCID 22874155, 화합물HCID 23668197Sodium Chlorite

생성물 1

HCID 53711472HCID 53711472, 화합물

시약·촉매·용매 4

HCID 176Acetic Acid용매HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매HCID 105532-Methyl-2-butene용매

실험 절차

Sodium chlorite (53 mg, 0.6 mmol) was added to a mixture of 17β-(5,5,5-trifluoro-1-oxopentyl)-androsta-3,5-diene-3-carboxaldehyde (50 mg, 0.12 mmol), sodium phosphate, monobasic monohydrate (140 mg, 1.18 mmol) in 2-methyl-2-butene in THF (2.0M, 3.0 ml), H2O (0.5 mL), and t-butanol (0.5 ml) at RT. After 6 h acetic acid (3.0 mL) was added, then the aqueous layer was extracted with EtOAc (10 mL), the combined organic extracts were dried (MgSO4), filtered, concentrated, and flash chromatographed (silica gel, 1% AcOH/19% EtOAc/80% hexanes) to yield the title compound as a white waxy solid. ESMS m/e 439 [M+H]+

후처리

  1. customat RT
  2. extractionthe aqueous layer was extracted with EtOAc (10 mL)
  3. dry with materialthe combined organic extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customflash chromatographed (silica gel, 1% AcOH/19% EtOAc/80% hexanes)

출처 및 근거

ORD 기록
ord-f4de43ed66cd41a180881bcacaca84e4
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05641765

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