HCID 53918863, 화합물 → HCID 14257300, 화합물

HRID 620998노트

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HRID 620998 반응식
C(O[C@@H:5]1[NH:8][C:7](=[O:9])[C@H:6]1[NH:10][C:11]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=O)C.[Na].[C:31]([O:35][CH3:36])(=[O:34])[CH2:32][SH:33]>CO>[CH3:36][O:35][C:31]([CH2:32][S:33][C@H:5]1[NH:8][C:7](=[O:9])[C@H:6]1[NH:10][C:11]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:34]

참가 물질

4

반응물 2

HCID 53918863HCID 53918863, 화합물HCID 86741499HCID 86741499, 화합물

생성물 1

HCID 14257300HCID 14257300, 화합물수율 64.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1.93 g of (3S,4S)-4-acetoxy-3-tritylamino-2-oxoazetidine in 100 ml of methanol is added a solution of 0.64 g of methyl thioglycolate sodium salt with stirring under ice-cooling. After 1 hour, the solvent is distilled off and the residue is dissolved in ethyl acetate. The solution is washed with water, then the solvent is distilled off, and the residue is purified by silica gel column-chromatograpy (methylene chloride:ethyl acetate=11:1) to give 1.38 g of (3R,4R)-4-methoxycarbonylmethylthio-3-tritylamino-2-oxoazetidine (A) and 0.92 g of the corresponding (3R,4S)-isomer (B)

후처리

  1. temperaturecooling
  2. distillationthe solvent is distilled off
  3. dissolutionthe residue is dissolved in ethyl acetate
  4. washThe solution is washed with water
  5. distillationthe solvent is distilled off
  6. customthe residue is purified by silica gel column-chromatograpy (methylene chloride:ethyl acetate=11:1)

출처 및 근거

ORD 기록
ord-2afebcaefd3d4265a125771bb44e824f
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04822790

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