Nortropinyl Benzilate

Base Information

• Chemical Name: Nortropinyl Benzilate
• CAS No.: 16444-19-2
• Molecular Formula: C21H23NO3
• Molecular Weight: 337.41
• Hs Code.: 2933990090
• European Community (EC) Number: 605-360-8
• Nikkaji Number: J34.401J
• Mol file: 16444-19-2.mol

Synonyms:Norglipin;Nortropinyl Benzilate;16444-19-2;8-AZABICYCLO[3.2.1]OCTAN-3-YL 2-HYDROXY-2,2-DIPHENYLACETATE;Oprea1_520203;SCHEMBL14001422;AKOS015896485;AC-4287;FT-0656888;A810567;J-010141;8-azabicyclo[3.2.1]octan-3-yl 2-oxidanyl-2,2-diphenyl-ethanoate;2-hydroxy-2,2-diphenylacetic acid 8-azabicyclo[3.2.1]octan-3-yl ester

Chemical Property of Nortropinyl Benzilate

Chemical Property:

• Vapor Pressure: 6.88E-09mmHg at 25°C
• Refractive Index: 1.629
• Boiling Point: 450.118 °C at 760 mmHg
• Flash Point: 226.023 °C
• PSA: 58.56000
• Density: 1.249 g/cm³
• LogP: 3.07750
• Solubility.: Dichloromethane, DMSO, Methanol
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 337.16779360
• Heavy Atom Count: 25
• Complexity: 438

Purity/Quality:

97% ^*data from raw suppliers

Norglipin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(CC1N2)OC(=O)C(C3=CC=CC=C3)(C4=CC=CC=C4)O
• Uses: Intermediate for the preparation of Trospium Chloride Intermediate for the preparation of Trospium Chloride.

Technology Process of Nortropinyl Benzilate

There total 7 articles about Nortropinyl Benzilate 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: 92.0%

N-chloroethoxycarbonyl-2-hydroxy-2,2-diphenylacetic acid 3α-(8-azabicyclo[3,2,1])-3-octyl ester → 2-hydroxy-2,2-diphenylacetic acid 3α-(8-azabicyclo(3,2,1))-3-octyl ester (16444-19-2)

Guidance literature:

With methanol; for 1.5h; Time; Reflux;

Reference yield: 85.0%

N-ethoxycarbonyl diphenylglycol acetate → 2-hydroxy-2,2-diphenylacetic acid 3α-(8-azabicyclo(3,2,1))-3-octyl ester (16444-19-2)

Guidance literature:

With palladium on activated charcoal; ammonium formate; In methanol; for 8h; Reflux;

Reference yield:

benzil (134-81-6) → 2-hydroxy-2,2-diphenylacetic acid 3α-(8-azabicyclo(3,2,1))-3-octyl ester (16444-19-2)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide; water / ethanol / 0.5 h / Reflux

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 0.25 h / Microwave irradiation; Reflux

3: sodium methylate / toluene / 15 h / Reflux

4: toluene / 12.33 h / 40 - 110 °C

5: methanol / 1.5 h / Reflux

With methanol; water; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; In methanol; ethanol; toluene;

upstream raw materials:

benzil

Benzilic acid

methyl benzilate

3-tropanol

Downstream raw materials:

3endo-(hydroxy-diphenyl-acetoxy)-spiro[8-aza-bicyclo[3.2.1]octanium-8,4'-morpholinium]; chloride