Sodium Azide → HCID 53771027、化合物

HRID 620991ノート

反応式

HRID 620991 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.[N-:30]=[N+:31]=[N-:32].[Na+]>CO.O>[N:30]([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:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[N+:31]=[N-:32]

参加物

5

反応物 2

HCID 33557Sodium AzideHCID 53918863HCID 53918863、化合物

生成物 1

HCID 53771027HCID 53771027、化合物収率 35.2%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 3.0 g of (3S,4S)-4-acetoxy-3-tritylamino-2-oxoazetidine in 50 ml of methanol is added a solution of 0.65 g of sodium azide in 5 ml of water under ice-cooling, followed by stirring for two hours at 40°-50° C. The solvent is distilled off under reduced pressure. To the residue is added ethyl acetate, and the organic layer is separated, which is washed with water and concentrated. The residue is purified on a silica-gel column (ethyl acetate:n-hexane=1:1) to give 1.01 g of (3S,4R)-4-azido-3-tritylamino-2-oxoazetidine.

後処理

  1. temperaturecooling
  2. distillationThe solvent is distilled off under reduced pressure
  3. additionTo the residue is added ethyl acetate
  4. customthe organic layer is separated
  5. washwhich is washed with water
  6. concentrationconcentrated
  7. customThe residue is purified on a silica-gel column (ethyl acetate:n-hexane=1:1)

出典と根拠

ORDレコード
ord-8ab5174e5e49462ea8397c921afbfa2e
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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