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N-BOC-ethylenediamine → tert-butyl N-(2-((cyclopropylmethyl)amino)ethyl)carbamate

HRID 220834
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HRID 220834 반응식
C(=O)([O-])O.[K+].BrC[CH2:8][CH:9]1[CH2:11][CH2:10]1.[C:12]([O:16][C:17](=[O:22])[NH:18][CH2:19][CH2:20][NH2:21])([CH3:15])([CH3:14])[CH3:13]>C1COCC1>[C:12]([O:16][C:17](=[O:22])[NH:18][CH2:19][CH2:20][NH:21][CH2:10][CH:11]1[CH2:8][CH2:9]1)([CH3:15])([CH3:13])[CH3:14]
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참가 물질

5

반응물 3

HCID 187201N-BOC-ethylenediamineHCID 516893Potassium BicarbonateHCID 22636989(2-Bromoethyl)cyclopropane

생성물 1

HCID 45092182tert-butyl N-(2-((cyclopropylmethyl)amino)ethyl)carbamate수율 30.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
66 °C

실험 절차

Potassium hydrogen carbonate (220 mg, 2.2 mmol) and (bromoethyl)cyclopropane (270 mg, 2.0 mmol) were added to a solution of tert-butyl-N-(2-aminoethyl)carbamate (320 mg, 2.0 mmol) in THF (10 ml). The mixture was heated at 66° C. for 20 h and solvents were concentrated in vacuo. The residue was dissolved in chloroform, washed with water, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 1% triethylamine:4% methanol:95% chloroform) to yield the title compound (130 mg, 30%).

후처리

  1. concentrationsolvents were concentrated in vacuo
  2. dissolutionThe residue was dissolved in chloroform
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash chromatography on silica gel (eluant; 1% triethylamine:4% methanol:95% chloroform)

출처 및 근거

ORD 기록
ord-e7733171b3cf4154b41ba834829b5ca5
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202858B2

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