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

HRID 2403708ノート

反応式

HRID 2403708 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-130cd424013e4c3cb090794aa197400f
出典データセット
uspto-grants-2014_08
特許番号
US08802694B2

反応ノート

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