(-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine

Base Information

• Chemical Name: (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine
• CAS No.: 135007-74-8
• Molecular Formula: C₂₀H₂₂Br₂N₂
• Molecular Weight: 450.216
• Mol file: 135007-74-8.mol

Synonyms:

Chemical Property of (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine

There total 3 articles about (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine 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:

cis-2--N-<3-(4-methoxyphenyl)methyl>-1-azabicyclo<2.2.2>octan-3-amine (135007-73-7) → (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine (135007-74-8,135095-40-8,135095-41-9)

Guidance literature:

With hydrogen bromide; at 130 - 140 ℃; for 2h;

DOI:10.1021/jm00092a009

Reference yield:

2-(4,4'-Dibrombenzhydryl)-3-chinuclidinon (24802-70-8) → (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine (135007-74-8,135095-40-8,135095-41-9)

Guidance literature:

Multi-step reaction with 3 steps

1: camphorsulfonic acid / toluene / 18 h / Heating

2: 9-BBN / tetrahydrofuran / 72 h / Ambient temperature

3: 48percent HBr / 2 h / 130 - 140 °C

With 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; hydrogen bromide; In tetrahydrofuran; toluene;

DOI:10.1021/jm00092a009

Reference yield:

[2-[Bis-(4-bromo-phenyl)-methyl]-1-aza-bicyclo[2.2.2]oct-(3E)-ylidene]-(4-methoxy-benzyl)-amine → (-)-cis-2--1-azabicyclo<2.2.2>octan-3-amine (135007-74-8,135095-40-8,135095-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 9-BBN / tetrahydrofuran / 72 h / Ambient temperature

2: 48percent HBr / 2 h / 130 - 140 °C

With 9-borabicyclo[3.3.1]nonane dimer; hydrogen bromide; In tetrahydrofuran;

DOI:10.1021/jm00092a009

upstream raw materials:

cis-2--N-<3-(4-methoxyphenyl)methyl>-1-azabicyclo<2.2.2>octan-3-amine

2-(4,4'-Dibrombenzhydryl)-3-chinuclidinon

Downstream raw materials:

(2S,3S)-cis-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine

cis-2-(diphenylmethyl)-N-<(2-methylamino)benzoyl>-1-azabicyclo<2.2.2>octan-3-amine

cis-2-(diphenylmethyl)-N-(2-ethylbenzoyl)-1-azabicyclo<2.2.2>octan-3-amine

cis-2-(diphenylmethyl)-N-<<2-(methylamino)phenyl>methyl>-1-azabicyclo<2.2.2>octan-3-amine