Thiophenol → HCID 54418678、化合物

HRID 465197ノート

反応式

HRID 465197 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.[C:30]1([SH:36])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[OH-].[Na+]>CO>[C:30]1([S:36][C@H:5]2[NH:8][C:7](=[O:9])[C@H:6]2[NH:10][C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

参加物

5

反応物 3

HCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 53918863HCID 53918863、化合物

生成物 1

HCID 54418678HCID 54418678、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5.0 g of (3S,4S)-4-acetoxy-3-tritylamino-2-oxoazetidine in 100 ml of methanol are added under ice-cooling 1.6 ml of thiophenol and 15.5 ml of 1N aqueous solution of sodium hydroxide. The mixture is stirred for 20 minutes at the same temperature and for further 50 minutes at room temperature. The crystals separated out are collected by filtration to give 2.35 g of (3R,4R)-4-phenylthio-3-tritylamino-2-oxoazetidine (A). The filtrate is concentrated, and the residue is dissolved in ethyl acetate, washed with water, and concentrated. The residue is purified on a silica-gel column (ethyl acetate: n-hexane=1:1) to yield 2.65g of (3R,4S)-compound (B).

後処理

  1. customThe crystals separated out
  2. filtrationare collected by filtration

出典と根拠

ORDレコード
ord-3d5c8f55fd4c44b98cd665d367e7906d
出典データセット
uspto-grants-1985_10
特許番号
US04550105

反応ノート

読み込み中…