Water → HCID 53711472、化合物

HRID 1684567ノート

反応式

HRID 1684567 の反応式
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]

参加物

9

反応物 4

HCID 962WaterHCID 24243Trisodium PhosphateHCID 22874155HCID 22874155、化合物HCID 23668197Sodium Chlorite

生成物 1

HCID 53711472HCID 53711472、化合物

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 6386tert-Butanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 105532-Methyl-2-butene溶媒

実験手順

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]+

後処理

  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)

出典と根拠

ORDレコード
ord-f4de43ed66cd41a180881bcacaca84e4
出典データセット
uspto-grants-1997_06
特許番号
US05641765

反応ノート

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