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Dichloromethane → dimethyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

HRID 535086
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HRID 535086 반응식
[C:1]([O:5][C@@H:6]1[CH2:11][NH:10][C@H:9]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)=[O:13])[C@@H:8]([C:26]([O:28][CH3:29])=[O:27])[CH2:7]1)([CH3:4])([CH3:3])[CH3:2].C(Cl)Cl.Cl[C:34]([O:36][CH3:37])=[O:35]>CN(C)C1C=CN=CC=1>[C:1]([O:5][C@@H:6]1[CH2:11][N:10]([C:34]([O:36][CH3:37])=[O:35])[C@H:9]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)=[O:13])[C@@H:8]([C:26]([O:28][CH3:29])=[O:27])[CH2:7]1)([CH3:4])([CH3:3])[CH3:2]
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참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 6586Methyl chloroformateHCID 67304371Methyl (2s,3s,5s)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate

생성물 1

HCID 67304316dimethyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine
촉매

실험 절차

To a mixture of methyl (2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.03345 g, 8.290E-5 mol) and 4-dimethylaminopyridine (0.0152 g, 0.000124 mol) in methylene chloride (1.50 mL, 0.0234 mol) was added methyl chloroformate (0.00833 mL, 0.000108 mol). The reaction was stirred at rt overnight. After quenched with aq. sodium bicaronate, the reaction was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, concentrated to dry. The resulting residue was used directly in next step. MS (ESI): (M+H)+=462.2.

후처리

  1. customAfter quenched with aq. sodium bicaronate
  2. extractionthe reaction was extracted with ethyl acetate
  3. washThe combined organic layers were washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto dry

출처 및 근거

ORD 기록
ord-dfa84b48f67745f59631001b7b7a1b56
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853243B2

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