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Pyridine → (4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester

HRID 215864
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HRID 215864 반응식
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].N1C=CC=CC=1.[C:17]([O:21][C:22](=[O:31])[NH:23][CH:24]1[CH2:29][CH2:28][CH:27]([NH2:30])[CH2:26][CH2:25]1)([CH3:20])([CH3:19])[CH3:18]>C(Cl)Cl>[C:5]1([O:4][C:2](=[O:3])[NH:30][CH:27]2[CH2:28][CH2:29][CH:24]([NH:23][C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:31])[CH2:25][CH2:26]2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 15891Phenyl chloroformateHCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamate

생성물 1

HCID 67022954(4-tert-Butoxycarbonylamino-cyclohexyl)-carbamic acid phenyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

Phenyl chloroformate (1 eq.) is added dropwise to a solution of pyridine in DCM. The reaction mixture is cooled to 0° C. and a solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (1 eq.) in DCM is added dropwise. The reaction mixture is stirred at RT for 1 hour. The reaction mixture is partitioned between (0.2 M) HCl(aq) and DCM. The organics are washed with water (×2), (sat)NaHCO3(aq) and brine. The organics are dried (MgSO4), filtered and reduced in vacuo to yield the title compound.

후처리

  1. customThe reaction mixture is partitioned between (0.2 M) HCl(aq) and DCM
  2. washThe organics are washed with water (×2), (sat)NaHCO3(aq) and brine
  3. dry with materialThe organics are dried (MgSO4)
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-1815da3bdf9d4b6eb32a12ce329c0cdf
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193164B2

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