Ethanol → tert-Butyl methylsulfonyl{3-[(2S)oxiranylmethoxy]phenyl}carbamate

HRID 1281479ノート

反応式

HRID 1281479 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([N:15]([S:23]([CH3:26])(=[O:25])=[O:24])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH:12]=[CH:13][CH:14]=1)[C:2]1C=CC=C[CH:3]=1.C1CCCCC=1.C([OH:35])C>[Pd]>[CH3:26][S:23]([N:15]([C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:1][C@@H:2]2[CH2:3][O:35]2)[CH:10]=1)[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:19])[CH3:20])(=[O:25])=[O:24]

参加物

5

反応物 3

HCID 702EthanolHCID 8079CyclohexeneHCID 53881295tert-Butyl 3-(benzyloxy)phenyl(methylsulfonyl)carbamate

生成物 1

HCID 23381355tert-Butyl methylsulfonyl{3-[(2S)oxiranylmethoxy]phenyl}carbamate

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

tert-Butyl 3-(benzyloxy)phenyl(methylsulfonyl)carbamate (2.6 g, 6.88 mmol) was dissolved in ethanol (25 mL), 10% palladium on carbon (0.75 g) and cyclohexene (1.5 mL) were added. The solution was heated to reflux for 3 hours. The solution was cooled and filtered through Celite. The solvent was removed in vacuo to yield crude title compound (1.93 g, 6.7 mmol).

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux for 3 hours
  3. temperatureThe solution was cooled
  4. filtrationfiltered through Celite
  5. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-b4813161adfa40088af585cb40d6459f
出典データセット
uspto-grants-2002_09
特許番号
US06451814B1

反応ノート

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