Basic information Safety Supplier Related

3-azabicyclo[3.1.0]hexane

Basic information Safety Supplier Related

3-azabicyclo[3.1.0]hexane Basic information

Product Name:
3-azabicyclo[3.1.0]hexane
Synonyms:
  • 3-azabicyclo[3.1.0]hexane
  • UKRORGSYN-BB BBV-265866
  • 3-Azabicyclo[3.1.0]hexane (8CI, 9CI, ACI)
CAS:
285-59-6
MF:
C5H9N
MW:
83.13
Product Categories:
  • CHIRAL CHEMICALS
Mol File:
285-59-6.mol
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3-azabicyclo[3.1.0]hexane Usage And Synthesis

Uses

3-Azabicyclo[3.1.0]hexane is a key structural feature found in a wide range of biologically active natural products, drugs, and agrochemicals.

Synthesis

3-azabicyclo[3.1.0]hexane synthesis: 1-Chlorocyclopropyl p-tolyl sulfoxides with an N,N-disubstituted aminomethyl group on the cyclopropane ring were prepared from dichloromethyl p-tolyl sulfoxide, α,β-unsaturated carboxylic acid esters, primary amines, and alkyl halides. Treatment of the sulfoxides with i-PrMgCl generated cyclopropylmagnesium carbenoids, which were inserted into an intramolecular C–H bond adjacent to a nitrogen atom to give 3-azabicyclo[3.1.0]hexane in yields of up to 94%.

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