Water → 1-(tert-Butoxycarbonyl)-3-[(4-phenylthiazol-2-yl)thiomethyl]piperidine

HRID 602184노트

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HRID 602184 반응식
[SH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.C(=O)([O-])[O-].[K+].[K+].[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH2:29][CH:28]([CH2:32]I)[CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].O>CN(C)C=O>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH2:29][CH:28]([CH2:32][S:1][C:2]2[S:3][CH:4]=[C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:6]=2)[CH2:27]1)=[O:25])([CH3:22])([CH3:20])[CH3:21]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 20716152Tert-butyl 3-(iodomethyl)piperidine-1-carboxylateHCID 1785278304-phenyl-1,3-thiazole-2-thiol

생성물 1

HCID 589926811-(tert-Butoxycarbonyl)-3-[(4-phenylthiazol-2-yl)thiomethyl]piperidine수율 99.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-Mercapto-4-phenylthiazole (304 mg, 1.54 mmol) and potassium carbonate (261 mg, 1.85 mmol) were added to 1-(tert-butoxycarbonyl)-3-iodomethylpiperidine (500 mg, 1.54 mmol) in N,N-dimethylformamide (5 mL). The mixture was stirred at room temperature for 30 min. Subsequently, water was added and the mixture was extracted with ethyl acetate. The extract was then washed with brine, followed by drying over magnesium sulfate and evaporation of the solvent. Purification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=40:1->10:1) gave 598 mg (99%) of the desired compound as a colorless oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was then washed with brine
  3. dry with materialby drying over magnesium sulfate and evaporation of the solvent
  4. customPurification of the resulting residue by silica gel column chromatography (hexane:ethyl acetate=40:1->10:1)

출처 및 근거

ORD 기록
ord-46c54148ff874ad0bba0413cd58654ad
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902367B2

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