2-Piperidone → HCID 68575842, 화합물

HRID 2237730노트

반응식

HRID 2237730 반응식
[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]

참가 물질

5

반응물 3

HCID 126652-PiperidoneHCID 23665647Potassium tert-butoxideHCID 59849018HCID 59849018, 화합물

생성물 1

HCID 68575842HCID 68575842, 화합물

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-acf546fbd9e345cf92a1ec1f28658b28
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718675B2

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