N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine

Base Information

• Chemical Name: N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine
• CAS No.: 120570-06-1
• Molecular Formula: C₁₅H₂₀N₂
• Molecular Weight: 228.337
• DSSTox Substance ID: DTXSID301165844
• Mol file: 120570-06-1.mol

Synonyms:120570-06-1;N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine;Benzenemethanamine, N-1-azabicyclo[2.2.2]oct-3-ylidene-alpha-methyl-, (alphaR)-;SCHEMBL8866477;SCHEMBL8866479;DTXSID301165844;(alphaR)-N-1-Azabicyclo[2.2.2]oct-3-ylidene-alpha-methylbenzenemethanamine

Chemical Property of N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 228.162648646
• Heavy Atom Count: 17
• Complexity: 283

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N=C2CN3CCC2CC3
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N=C2CN3CCC2CC3

Technology Process of N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine

There total 3 articles about N-[(1R)-1-phenylethyl]-1-azabicyclo[2.2.2]octan-3-imine 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: 81.0%

3-Quinuclidinone (3731-38-2) + (S)-1-phenyl-ethylamine (2627-86-3) → N-((S)-1-phenylethyl)-3-quinuclidinimine (120570-06-1,128311-24-0)

Guidance literature:

In toluene; for 12h; Heating;

DOI:10.1080/00397919208021320

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) + 3-quinuclidinone hydrochloride (1193-65-3) → N-((S)-1-phenylethyl)-3-quinuclidinimine (120570-06-1,128311-24-0)

Guidance literature:

With molecular sieve; lithium oxide; In tetrahydrofuran;

DOI:10.1080/00397919608003556

Reference yield:

3-Quinuclidinone (3731-38-2) + (R)-1-phenyl-ethyl-amine (3886-69-9) → N-((R)-1-phenylethyl)-3-quinuclidinimine (120570-06-1,128311-24-0)

Guidance literature:

In toluene; for 12h; Heating;

DOI:10.1080/00397919208021320

upstream raw materials:

3-Quinuclidinone

(R)-1-phenyl-ethyl-amine

(S)-1-phenyl-ethylamine

3-quinuclidinone hydrochloride

Downstream raw materials:

(3R)-quinuclidin-3-amine dihydrochloride

(S)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride

(3R)-3-<(S)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride

(3S)-3-<(R)-(1-phenyl)ethylamino>-quinuclidine dihydrochloride

Refernces

• 1、 Langlois,Meyer,Soulier. "Synthesis of (R) and (S)-3-aminoquinuclidine from 3-quinuclidinone and (S) and (R)-1-phenethylamine". . p. 1895 - 1911. Retrieved 2007/10/02.