HCID 53918863、化合物 → HCID 14257300、化合物

HRID 620998ノート

反応式

HRID 620998 の反応式
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]

参加物

4

反応物 2

HCID 53918863HCID 53918863、化合物HCID 86741499HCID 86741499、化合物

生成物 1

HCID 14257300HCID 14257300、化合物収率 64.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)

後処理

  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)

出典と根拠

ORDレコード
ord-2afebcaefd3d4265a125771bb44e824f
出典データセット
uspto-grants-1989_04
特許番号
US04822790

反応ノート

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