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Thiophenol → dimethyl (2S,3S,5S)-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1,3-dicarboxylate

HRID 61468
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HRID 61468 반응식
CS(O[C@H:6]1[CH2:11][N:10]([C:12]([O:14][CH3:15])=[O:13])[C@H:9]([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)=[O:17])[C@@H:8]([C:30]([O:32][CH3:33])=[O:31])[CH2:7]1)(=O)=O.[C:34]1([SH:40])[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.CC(C)([O-])C.[K+]>O1CCCC1>[C:24]1([N:21]2[CH2:22][CH2:23][N:18]([C:16]([C@@H:9]3[C@@H:8]([C:30]([O:32][CH3:33])=[O:31])[CH2:7][C@H:6]([S:40][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[CH2:11][N:10]3[C:12]([O:14][CH3:15])=[O:13])=[O:17])[CH2:19][CH2:20]2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
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참가 물질

5

반응물 3

HCID 7969ThiophenolHCID 23665647Potassium tert-butoxideHCID 87348459Dimethyl (2s,3s,5r)-5-[(methylsulfonyl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

생성물 1

HCID 67304232dimethyl (2S,3S,5S)-2-[(4-phenylpiperazin-1-yl)carbonyl]-5-(phenylthio)piperidine-1,3-dicarboxylate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

To a mixture of dimethyl(2S,3S,5R)-5-[(methylsulfonyl)oxy]-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate (50.0 mg, 0.000103 mol) and benzenethiol (0.0149 mL, 0.000145 mol) in tetrahydrofuran (0.50 mL, 0.0062 mol) was added 1.00 M of potassium tert-butoxide in tetrahydrofuran (0.150 mL). The mixture was stirred at rt overnight. The reaction mixture was carried directly into next step.

출처 및 근거

ORD 기록
ord-97087e5317cb4d67be10f8c40895c412
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09440958B2

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