2-Piperidone → HCID 68575842、化合物

HRID 2237730ノート

反応式

HRID 2237730 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=[O:7].CC(C)([O-])C.[K+].[CH3:14][O:15][C:16]1[CH:39]=[CH:38][C:19]([CH2:20][C@H:21]([CH:35]([CH3:37])[CH3:36])[CH2:22][C@H:23]([NH:27][C:28](=[O:34])[O:29]C(C)(C)C)[C@@H:24]2[CH2:26]O2)=[CH:18][C:17]=1[O:40][CH2:41][CH2:42][CH2:43][O:44][CH3:45]>CS(C)=O>[CH3:14][O:15][C:16]1[CH:39]=[CH:38][C:19]([CH2:20][C@H:21]([CH:35]([CH3:37])[CH3:36])[CH2:22][C@H:23]2[C@H:24]([CH2:26][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][C:2]3=[O:7])[O:29][C:28](=[O:34])[NH:27]2)=[CH:18][C:17]=1[O:40][CH2:41][CH2:42][CH2:43][O:44][CH3:45]

参加物

5

反応物 3

HCID 126652-PiperidoneHCID 23665647Potassium tert-butoxideHCID 59849018HCID 59849018、化合物

生成物 1

HCID 68575842HCID 68575842、化合物

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixture of 0.115 g of piperidin-2-one and 0.136 g of potassium tert-butoxide in 3 ml of dimethyl sulphoxide is stirred at room temperature over 30 minutes, admixed with 0.25 g of tert-butyl {3(S)-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methyl-1(S)-(R)-oxiranylpentyl}carbamate (font size changed from Arial 10 to 11) (Example 1b) and subsequently stirred further at room temperature overnight. The reaction mixture is poured onto ice-water and extracted with tert-butyl methyl ether (2×). The combined organic phases are washed successively with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) as a yellow oil. Rf=0.33 (95:5 dichloromethane-methanol); Rt=3.94 (gradient I).

後処理

  1. stirringsubsequently stirred further at room temperature overnight
  2. additionThe reaction mixture is poured onto ice-water
  3. extractionextracted with tert-butyl methyl ether (2×)
  4. washThe combined organic phases are washed successively with water and brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-acf546fbd9e345cf92a1ec1f28658b28
出典データセット
uspto-grants-2010_05
特許番号
US07718675B2

反応ノート

読み込み中…