3-(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-phenylsulfanylpropanoic acid

Base Information

• Chemical Name: 3-(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-phenylsulfanylpropanoic acid
• CAS No.: 155058-80-3
• Molecular Formula: C₁₇H₂₃NO₂S
• Molecular Weight: 305.441
• DSSTox Substance ID: DTXSID20935123
• Mol file: 155058-80-3.mol

Synonyms:N-methyltropan-3-yl 2-(phenylthio)propionate;NMT-3-PTP

Chemical Property of 3-(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-phenylsulfanylpropanoic acid

Chemical Property:

• Vapor Pressure: 5.73E-09mmHg at 25°C
• Boiling Point: 452.3°Cat760mmHg
• Flash Point: 227.3°C
• PSA: 65.84000
• Density: 1.22g/cm³
• LogP: 3.43270
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 305.14495015
• Heavy Atom Count: 21
• Complexity: 356

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1CC(C2)CC(C(=O)O)SC3=CC=CC=C3

Technology Process of 3-(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-phenylsulfanylpropanoic acid

There total 3 articles about 3-(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-phenylsulfanylpropanoic acid 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:

2-phenylsulfanyl-propionic acid (17431-94-6) → 2-Phenylsulfanyl-propionic acid (1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester (155058-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1 h / Heating

2: Na₂CO₃ / CH₂Cl₂ / 12 h

With thionyl chloride; sodium carbonate; In dichloromethane;

DOI:10.1021/jm00037a023

Reference yield:

thiophenol (108-98-5) → 2-Phenylsulfanyl-propionic acid (1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester (155058-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / ethanol / 24 h / Heating

2: SOCl₂ / 1 h / Heating

3: Na₂CO₃ / CH₂Cl₂ / 12 h

With sodium hydroxide; thionyl chloride; sodium carbonate; In ethanol; dichloromethane;

DOI:10.1021/jm00037a023

Reference yield:

2-(Phenylthio)propionyl chloride (29943-30-4) + 3-tropanol (120-29-6) → 2-Phenylsulfanyl-propionic acid (1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester (155058-80-3)

Guidance literature:

With sodium carbonate; In dichloromethane; for 12h;

DOI:10.1021/jm00037a023

upstream raw materials:

2-(Phenylthio)propionyl chloride

3-tropanol

2-phenylsulfanyl-propionic acid

thiophenol