Propyl chloroformate → 3-(Propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane

HRID 2403708노트

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HRID 2403708 반응식
[C:1]([O:5][C:6]([N:8]1[CH:13]2[CH2:14][CH:9]1[CH2:10][NH:11][CH2:12]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.Cl[C:23]([O:25][CH2:26][CH2:27][CH3:28])=[O:24]>C(Cl)Cl>[CH2:26]([O:25][C:23]([N:11]1[CH2:10][CH:9]2[CH2:14][CH:13]([N:8]2[C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH2:12]1)=[O:24])[CH2:27][CH3:28]

참가 물질

5

반응물 3

HCID 7998Propyl chloroformateHCID 8471TriethylamineHCID 66676870tert-Butyl 3,6-diazabicyclo(3.1.1)heptane-6-carboxylate

생성물 1

HCID 672352633-(Propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of 6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane (2) (50 mg, 0.25 mmol) in 5 mL of methylene chloride was added triethylamine (67 μL, 0.5 mmol) and the solution was cooled to 0° C. Propyl chloroformate (31 μL, 27.5 mmol) was added and the solution was stirred for 1 h. The solvent was removed in vacuo and the residue was washed with 50 mM sodium acetate in methylene chloride solution. The solution was stirred 10 min and passed through a phase separator. The solvent was removed in vacuo to give crude 3-(propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane.

후처리

  1. customThe solvent was removed in vacuo
  2. washthe residue was washed with 50 mM sodium acetate in methylene chloride solution
  3. stirringThe solution was stirred 10 min
  4. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-130cd424013e4c3cb090794aa197400f
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802694B2

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