3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine

Base Information

• Chemical Name: 3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine
• CAS No.: 73823-49-1
• Molecular Formula: C₁₇H₂₆N₂O₂
• Molecular Weight: 290.406
• DSSTox Substance ID: DTXSID30994887
• Nikkaji Number: J87.501E
• Mol file: 73823-49-1.mol

Synonyms:BRN 5279456;73823-49-1;3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine;2-Propanol, 1-(3-quinuclidinylamino)-3-(o-tolyloxy)-;DTXSID30994887;LS-122670;1-(3-Quinuclidinylamino)-3-(o-tolyloxy)-2-propanol;1-[(1-Azabicyclo[2.2.2]octan-3-yl)amino]-3-(2-methylphenoxy)propan-2-ol

Chemical Property of 3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine

Chemical Property:

• Vapor Pressure: 2.52E-09mmHg at 25°C
• Boiling Point: 461.8°Cat760mmHg
• Flash Point: 233.1°C
• PSA: 44.73000
• Density: 1.15g/cm³
• LogP: 1.74730
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 290.199428076
• Heavy Atom Count: 21
• Complexity: 318

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OCC(CNC2CN3CCC2CC3)O

Technology Process of 3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine

There total 3 articles about 3-(beta-Hydroxy-gamma-(2-tolyloxy)propylamino)quinuclidine 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:

3-Quinuclidinone (3731-38-2) → 3-<β-Hydroxy-γ-(2-tolyloxy)propylamino>quinuclidine (73823-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.5 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

2: 73.5 percent / sodium borohydride / ethanol / 20 h / Ambient temperature

With sodium tetrahydroborate; toluene-4-sulfonic acid; In ethanol; toluene;

DOI:10.1007/BF00765604

Reference yield:

o-Cresyl glycidyl ether (2210-79-9) → 3-<β-Hydroxy-γ-(2-tolyloxy)propylamino>quinuclidine (73823-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / 23percent methanolic ammonia / 92 h / Ambient temperature

2: 65.5 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

3: 73.5 percent / sodium borohydride / ethanol / 20 h / Ambient temperature

With sodium tetrahydroborate; ammonia; toluene-4-sulfonic acid; In ethanol; toluene;

DOI:10.1007/BF00765604

Reference yield:

1-amino-3-(2-methyl-phenyloxy)-2-propanol (35948-73-3) → 3-<β-Hydroxy-γ-(2-tolyloxy)propylamino>quinuclidine (73823-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 65.5 percent / p-toluenesulfonic acid / toluene / 10 h / Heating

2: 73.5 percent / sodium borohydride / ethanol / 20 h / Ambient temperature

With sodium tetrahydroborate; toluene-4-sulfonic acid; In ethanol; toluene;

DOI:10.1007/BF00765604

upstream raw materials:

3-Quinuclidinone

o-Cresyl glycidyl ether

1-amino-3-(2-methyl-phenyloxy)-2-propanol

Refernces