1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile

Base Information

• Chemical Name: 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile
• CAS No.: 210307-06-5
• Molecular Formula: C₁₉H₂₃N₃
• Molecular Weight: 293.412
• Mol file: 210307-06-5.mol

Synonyms:1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile

Chemical Property of 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile

There total 2 articles about 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Diallyl-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-amine (210165-67-6) → 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile (210307-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide / CH₂Cl₂ / 2.5 h / -78 - 20 °C

2: 5.8 g / H₂O; acetonitrile / 18 h / 20 °C

With N-chloro-succinimide; In dichloromethane; water; acetonitrile; 1: Chlorination / 2: Cyclization;

DOI:10.1016/S0040-4020(98)00298-1

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + Diallyl-(1-benzyl-3-chloro-1,2,3,6-tetrahydro-pyridin-4-yl)-amine (210165-68-7) → 1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile (210307-06-5)

Guidance literature:

In water; acetonitrile; at 20 ℃; for 18h;

DOI:10.1016/S0040-4020(98)00298-1

Reference yield: 69.0%

1α,5α,6β-3-benzyl-6-diallylamino-3-azabicyclo[3.1.0]hexane-6-carbonitrile (210307-06-5) → 1α,5α,6β-6-amino-3-benzyl-3-azabicyclo[3.1.0]hexane-6-carbonitrile (210307-07-6)

Guidance literature:

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 40 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00298-1

upstream raw materials:

sodium cyanide

Diallyl-(1-benzyl-3-chloro-1,2,3,6-tetrahydro-pyridin-4-yl)-amine

Diallyl-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-amine

Downstream raw materials:

Diallyl-((1R,5S,6R)-3-benzyl-3-aza-bicyclo[3.1.0]hex-6-yl)-amine

1α,5α,6β-6-amino-3-benzyl-3-azabicyclo[3.1.0]hexane-6-carbonitrile