Tolterodine Dimer

Base Information

• Chemical Name: Tolterodine Dimer
• CAS No.: 854306-72-2
• Molecular Formula: C35H41NO2
• Molecular Weight: 507.716
• DSSTox Substance ID: DTXSID50435181
• Mol file: 854306-72-2.mol

Synonyms:Tolterodine Dimer;854306-72-2;2-[3-[[3-(2-hydroxy-5-methylphenyl)-3-phenylpropyl]-propan-2-ylamino]-1-phenylpropyl]-4-methylphenol;PHENOL, 2,2'-[[(1-METHYLETHYL)IMINO]BIS(1-PHENYL-3,1-PROPANEDIYL)]BIS[4-METHYL- (9CI);AGN-PC-009PVJ;SCHEMBL2789540;DTXSID50435181;CS-T-62116

Chemical Property of Tolterodine Dimer

Chemical Property:

• Boiling Point: 656.2±55.0 °C(Predicted)
• PKA: 9.93±0.48(Predicted)
• PSA: 43.70000
• Density: 1.096±0.06 g/cm3(Predicted)
• LogP: 8.16920
• XLogP3: 8.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 507.313729551
• Heavy Atom Count: 38
• Complexity: 602

Purity/Quality:

>95% ^*data from raw suppliers

TolterodineDimer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)O)C(CCN(CCC(C2=CC=CC=C2)C3=C(C=CC(=C3)C)O)C(C)C)C4=CC=CC=C4
• Uses: Tolterodine dimer is a derivative of Tolterodine (T535795), a muscarinic receptor antagonist that is used to treat patients with overactive bladder.

Technology Process of Tolterodine Dimer

There total 10 articles about Tolterodine Dimer 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: 86.0%

N,N-diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropan-1-amine (124935-88-2) → bis{4-methyl-2-(3-phenylpropyl)phenol} (854306-72-2) + 3-(2-hydroxy-5-methylphenyl)-N,N-diisopropyl-3-phenylpropan-1-aminium bromide (837376-36-0)

Guidance literature:

With hydrogen bromide; In water; acetic acid; at 110 - 115 ℃; for 10 - 12h;

Reference yield: 70.65%

N-(3-(2-(benzyloxy)-5-methylphenyl)-3-phenylpropyl)-N-isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropan-1-amine (854306-71-1) → bis{4-methyl-2-(3-phenylpropyl)phenol} (854306-72-2)

Guidance literature:

With hydrogen; In methanol; at 25 - 35 ℃; for 5h; under 2250.23 Torr; Autoclave;

DOI:10.1021/op050024w

Reference yield:

Cinnamic acid (621-82-9) → bis{4-methyl-2-(3-phenylpropyl)phenol} (854306-72-2)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / 120 - 125 °C

2: potassium carbonate / acetone / 3 h / Reflux

3: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 25 - 35 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 - 35 °C

5: N,N-dimethyl-formamide / 16 h / 60 - 70 °C / 2250.23 Torr / Autoclave; Inert atmosphere

6: hydrogen / methanol / 5 h / 25 - 35 °C / 2250.23 Torr / Autoclave

With sulfuric acid; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/op050024w

upstream raw materials:

N,N-diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropan-1-amine

N-isopropyl-3-(2-benzyloxy-5-methylphenyl)-3-phenylpropylamine

3-(2-benzyloxy-5-methylphenyl)-3-phenylpropyl-p-toluene sulphonate

N-isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine

Refernces

• 1、 -. "3,3-DIARYLPROPYLAMINE DERIVATIVES AND PROCESSES FOR ISOLATION THEREOF". Page 8-9. . Retrieved 2010/02/08.