Triethylamine → methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionate

HRID 1461490노트

반응식

HRID 1461490 반응식
[Si:1]([O:8][C@@H:9]([C@H:11]1[C:14](=[O:15])[N:13](C(C(OCC)=O)=O)[C@@H:12]1[C@@H:23]([CH3:28])[C:24]([O:26][CH3:27])=[O:25])[CH3:10])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C>CO>[Si:1]([O:8][C@@H:9]([C@H:11]1[C:14](=[O:15])[NH:13][C@@H:12]1[C@@H:23]([CH3:28])[C:24]([O:26][CH3:27])=[O:25])[CH3:10])([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 86745314methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-1-(ethoxalyl)-4-oxoazetidin-2-yl]propionate

생성물 1

HCID 11834034methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionate수율 68.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-1-(ethoxalyl)-4-oxoazetidin-2-yl]propionate (27 mg) in methanol (1 ml) was added triethylamine (27 μl) at room temperature. After stirring for 30 minutes, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with brine (twice) and water, dried over magnesium sulfate and evaporated to give methyl (2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionate (14 mg).

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine (twice) and water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

출처 및 근거

ORD 기록
ord-2ce7b2b801e34f6fa3cb8a6b39071b39
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05075437

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