Tetrahydrofuran → (R)-2-[(3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-2-oxoazetidin-4-yl]propionic acid

HRID 1250998

反応式

HRID 1250998 の反応式
[O:1]1CCCC1.[Si:6]([O:13][C@@H:14]([C@@H:16]1[C@@H:19]([C@@H:20]([CH3:40])[C:21](C2C=C(C)C=CC=2S(NC2CCCCC2)(=O)=O)=[O:22])[NH:18][C:17]1=[O:41])[CH3:15])([C:9]([CH3:12])([CH3:11])[CH3:10])([CH3:8])[CH3:7].[OH-].[Na+]>O>[Si:6]([O:13][C@@H:14]([C@@H:16]1[C@@H:19]([C@@H:20]([CH3:40])[C:21]([OH:22])=[O:1])[NH:18][C:17]1=[O:41])[CH3:15])([C:9]([CH3:10])([CH3:11])[CH3:12])([CH3:7])[CH3:8]

参加物

5

実験手順

To a tetrahydrofuran solution (2:1, 3.5 ml) of 3-{(2R)-2-[(3S,4R)-3-[(1R)-1-tert-butyldimethylsilyloxyethyl]-2-oxoazetidin-4-yl]propionyl}-N-cyclohexyl-p-toluenesulfonamide (218 mg, 0.4 mmol, β:α=88:12), 0.5N aqueous sodium hydroxide (1.8 ml) was added dropwise at room temperature, followed by stirring for 3 hours at the same temperature. To the reaction mixture, 5 ml of water was then poured and the resulting mixture was washed with methylene chloride. The aqueous layer was acidified to pH 2 with 2N-hydrochloric acid. The crystals so precipitated were collected by filtration, washed with water, and then dried under reduced pressure, whereby 84 mg (β:α=89:11) of the colorless title compound was obtained (yield: 69%).

後処理

  1. washthe resulting mixture was washed with methylene chloride
  2. customThe crystals so precipitated
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. dry with materialdried under reduced pressure, whereby 84 mg (β:α=89:11) of the colorless title compound
  6. customwas obtained (yield: 69%)

出典と根拠

ORDレコード
ord-fa2d71596bca4bbe9866ba64597d5054
出典データセット
uspto-grants-2002_01
特許番号
US06340751B1

関連ノート

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