Carbon Dioxide → HCID 178457873, 화합물

HRID 518708노트

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HRID 518708 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]([OH:17])=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.C(=O)=O.[CH:33]([NH2:36])([CH3:35])[CH3:34]>CN(C=O)C.O>[CH:33]([NH:36][C:15]([C@@H:12]1[CH2:11][CH2:10][C@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:14][CH2:13]1)=[O:17])([CH3:35])[CH3:34]

참가 물질

7

반응물 4

HCID 280Carbon DioxideHCID 6363IsopropylamineHCID 682631,1'-CarbonyldiimidazoleHCID 178453971HCID 178453971, 화합물

생성물 1

HCID 178457873HCID 178457873, 화합물수율 61.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

To a solution of cis-4-(tert-butoxycarbonylamino)cyclohexanecarboxylic acid (54.58 g, 224 mmol) in dry DMF (200 mL) was added 1,1′-carbonyldiimidazole reagent grade (70 g, 432 mmol) portionwise with stirring. After the evolution of CO2 had ceased, the resulting solution was stirred at RT for 10 minutes. The solution was cooled to 0° C., and isopropylamine (38.5 mL, 449 mmol) was added with stirring. The reaction was stirred at 0° C. for 10 minutes and at RT for 24 hours. The reaction was diluted slowly with water (1 L) with stirring in an ice-water bath and then allowed to age for 1 hour. The precipitate was collected by filtration, washed with water, and dried in vacuo to generate tert-butyl cis-4-(isopropylcarbamoyl)cyclohexyl-carbamate as a white solid (39.11 g, 61% yield).

후처리

  1. stirringthe resulting solution was stirred at RT for 10 minutes
  2. stirringwith stirring
  3. stirringThe reaction was stirred at 0° C. for 10 minutes and at RT for 24 hours
  4. stirringwith stirring in an ice-water bath
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-56a31403f2884ef6beea4d7814b03f69
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115127B2

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