(1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane

Base Information

• Chemical Name: (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane
• CAS No.: 210236-56-9
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.272
• Mol file: 210236-56-9.mol

Synonyms:(1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane

Chemical Property of (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane

There total 9 articles about (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane 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: 69.0%

Diallyl-((1R,5S,6R)-3-benzyl-3-aza-bicyclo[3.1.0]hex-6-yl)-amine (210165-71-2) → (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane (210236-56-9)

Guidance literature:

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 40 ℃; for 5h;

DOI:10.1055/s-1998-2055

Reference yield:

1α,5α,6β-3-benzyl-6-dibenzylamino-3-azabicyclo[3.1.0]hexane (207790-97-4) → (1R,5S,6R)-3-Aza-bicyclo[3.1.0]hex-6-yl-benzyl-amine + (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane (210236-56-9) + Benzyl-((1R,5S,6R)-3-benzyl-3-aza-bicyclo[3.1.0]hex-6-yl)-amine + 1α,5α,6β-6-dibenzylamino-3-azabicyclo[3.1.0]hexane (210165-65-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2.5h; Title compound not separated from byproducts;

DOI:10.1055/s-1998-2055

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → (1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane (210236-56-9)

Guidance literature:

Multi-step reaction with 5 steps

1: TiCl₄ / toluene / 1.) 0 deg C, 1 h, 2.) 20 deg C, 20 h

2: NCS / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) -50 deg C, 4 h

3: 85 percent / MeONa / 72 h / 20 °C

4: 67 percent / LiAlH₄ / tetrahydrofuran / 1.) 50 deg C, 3 h, 2.) 20 deg C, 16 h

5: 69 percent / N,N'-dimethylbarbituric acid / Pd3>4 / CH₂Cl₂ / 5 h / 40 °C

With N-chloro-succinimide; lithium aluminium tetrahydride; 1,3-dimethylbarbituric acid; sodium methylate; titanium tetrachloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1055/s-1998-2055

upstream raw materials:

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

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

1-phenylmethyl-4-piperidone

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