Potassium Carbonate → (1-Thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

HRID 1422787

반응식

HRID 1422787 반응식
[CH2:1]1[S:3][CH:2]1[CH2:4]Cl.[C:6]([O:10][C:11](=[O:19])[NH:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)([CH3:9])([CH3:8])[CH3:7].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:6]([O:10][C:11](=[O:19])[NH:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:4][CH:2]2[CH2:1][S:3]2)[CH2:15][CH2:14]1)([CH3:9])([CH3:7])[CH3:8]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18588EpithiochlorohydrinHCID 7238334-(N-Boc-amino)piperidine

생성물 1

HCID 86662008(1-Thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester수율 114%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Epithiochlorohydrine (268 mg, 2.40 mmol, 1.0 eq) is added at room temperature to a stirred solution of piperidin-4-yl-carbamic acid tert-butyl ester (500 mg, 2.40 mmol, 1.0 eq) in N,N-dimethylformamide (15 mL), followed by potassium carbonate (335 mg, 2.40 mmol, 1.0 eq). After 24 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3×20 mL) and water (20 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford (1-thiiranylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester as a white solid (745 mg, 57% yield).

후처리

  1. customsolvent is evaporated
  2. extractionthe residue is extracted with dichloromethane (3×20 mL) and water (20 mL)
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e20ae19abbc3443d81f858806900e267
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927542B2

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