(1S,5R)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octan-3-ol

Base Information

• Chemical Name: (1S,5R)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octan-3-ol
• CAS No.: 22932-25-8
• Molecular Formula: C14H19 N O
• Molecular Weight: 217.30676
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60474506
• Nikkaji Number: J132.947B
• NSC Number: 363965
• Wikidata: Q82304558
• Mol file: 22932-25-8.mol

Synonyms:22932-25-8;NSC363965;DTXSID60474506;NSC-363965

Chemical Property of (1S,5R)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octan-3-ol

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Boiling Point: 356.5°C at 760 mmHg
• Flash Point: 135.3°C
• PSA: 23.47000
• Density: 1.122g/cm³
• LogP: 2.06870
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

(1R,3R,5S)-8-METHYL-3-PHENYL-8-AZABICYCLO[3.2.1]OCTAN-3-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1CC(C2)(C3=CC=CC=C3)O
• Isomeric SMILES: CN1[C@@H]2CC[C@H]1CC(C2)(C3=CC=CC=C3)O

Technology Process of (1S,5R)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octan-3-ol

There total 2 articles about (1S,5R)-8-methyl-3-phenyl-8-azabicyclo[3.2.1]octan-3-ol 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:

tropinone (532-24-1) + phenyllithium (591-51-5) → 3-phenyltropine (22932-25-8)

Guidance literature:

With diethyl ether;

DOI:10.1021/ja01151a124

Reference yield:

tropan-3-one (532-24-1) + phenyllithium (591-51-5) → (1S,5R,8S)-8-Methyl-3-phenyl-8-aza-bicyclo[3.2.1]octan-3-ol (22932-25-8,23869-15-0)

Guidance literature:

In diethyl ether; 1.) overnight, 2.) reflux, 1 h;

DOI:10.1111/j.2042-7158.1992.tb03206.x

Reference yield: 40.0%

3-phenyltropine (22932-25-8) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 8-methyl-3-(4-nitrophenoxy)-3-phenyl-8-azabicyclo[3.2.1]octane

Guidance literature:

3-phenyltropine; With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

4-Fluoronitrobenzene; In N,N-dimethyl-formamide; at -70 ℃; for 2h; Further stages.;

DOI:10.1016/j.bmc.2007.08.055

upstream raw materials:

tropinone

phenyllithium

tropan-3-one

Downstream raw materials:

8-methyl-3-phenyl-nortrop-2-ene

C₁₃H₁₇NO*ClH

3α-acetoxy-3β-phenyltropane