Methanol → tert-butyl (1R*,4S*,6R*)-4-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

HRID 1409084

반응식

HRID 1409084 반응식
[N+](C1C=CC(C([O:12][CH2:13][C@@H:14]2[CH2:20][C@@H:19]3[C@@H:17]([CH2:18]3)[CH2:16][N:15]2[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=O)=CC=1)([O-])=O.O1CCCC1.CO.O.[OH-].[Li+]>[Cl-].[Na+].O.O>[OH:12][CH2:13][C@@H:14]1[CH2:20][C@@H:19]2[C@@H:17]([CH2:18]2)[CH2:16][N:15]1[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]

참가 물질

7

실험 절차

To a mixture of tert-butyl (1R*,4S*,6R*)-4-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate (8.2 g) produced above, tetrahydrofuran (70 ml), methanol (70 mL) and water (35 mL) was added lithium hydroxide monohydrate (2.7 g). The mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with brine, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (3.5 g).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. filtrationInsoluble material was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether)

출처 및 근거

ORD 기록
ord-5d94dbbbed754594a68037dac8cc49b5
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921354B2

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