Pyrrolidine → (E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-one

HRID 1171721

반응식

HRID 1171721 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH:14]=O)[N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:16]1([C:22]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:23]2[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.N1CCCC1>>[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][CH:11]=[C:12](/[CH:14]=[C:27]2\[CH2:28][N:23]([C:22]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH2:24][CH2:25][C:26]\2=[O:29])[N:13]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

참가 물질

4

반응물 3

HCID 31268PyrrolidineHCID 27484141-Tritylpiperidin-4-oneHCID 23138686(4-Formylthiazol-2-yl)carbamic acid tert-butyl ester

생성물 1

HCID 23138600(E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-one수율 36.2%

실험 절차

Following a procedure similar to that described in Example 132-(c), 2-(t-butoxycarbonylamino)-1,3-thiazole-4-carbaldehyde (3.2 g) was subjected to the reaction with 1-(triphenylmethyl)piperidin-4-one (4.8 g) and pyrrolidine (0.24 ml), and the crude product was purified by silica gel chromatography using hexane, ethyl acetate, and dichloromethane (1:3:1 to 1:5:1) as eluents to afford the title compound (2.8 g, yield: 36%) as an oil.

후처리

  1. customthe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-c5ad84445c954988a7a6dc4cfa4c3ba9
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07829580B2

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