210307-06-5

Upstream product

• 210165-67-6 Diallyl-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-amine 
• 143-33-9 sodium cyanide 
• 210165-68-7 Diallyl-(1-benzyl-3-chloro-1,2,3,6-tetrahydro-pyridin-4-yl)-amine 

Downstream Products

• 210307-07-6 1α,5α,6β-6-amino-3-benzyl-3-azabicyclo[3.1.0]hexane-6-carbonitrile 
• 210165-71-2 Diallyl-((1R,5S,6R)-3-benzyl-3-aza-bicyclo[3.1.0]hex-6-yl)-amine 

Relevant academic research and scientific papers

Reductive decyanation of N-protected 6-amino-3-aza-bicyclo [3.1.0]hexanecarbonitriles

The cyano moiety in dibenzylamino-3-azabicyclo[3.1.0]hexane-6- carbonitriles 14c,d can be removed reductively by alkali metals: sodium in liquid ammonia at low temperatures causes a reaction with retention of configuration whilst lithium in an ethylamine - ammonia mixture at 0°C leads predominantly to inversion of configuration. The analogous diallylamino species 14e is less suitable for reductive decyanation. It can be used, however, for the synthesis of a 3-azabicyclo[3.2.0]heptane diamine 22. The solid state conformation of an N(3)-unsubstituted 3-azabicyclohexane skeleton is determined by an X-ray structural analysis.