16444-19-2

Basic information

• Product Name: Norglipin
• Synonyms: 1aH,5aH-Nortropan-3a-ol Benzilate;a-Hydroxy-a-phenylbenzeneacetic Acid (3-endo)-8-Azabicyclo[3.2.1]oct-3-yl Ester;N-Desmethyl Tropan-3a-yl-(2-hydroxy-2,2-diphenyl)acetate;Norglipin;Nortropinyl benzilate;(1R,3r,5S)-8-Azabicyclo[3.2.1]oct-3-yl hydroxydiphenylacetate
• CAS NO: 16444-19-2
• Molecular Formula: C₂₁H₂₃NO₃
• Molecular Weight: 337.417
• EINECS: 1533716-785-6
• Product Categories: Amines;Aromatics;Heterocycles
• Mol File: 16444-19-2.mol

Chemical Properties

• Boiling Point: 450.118 °C at 760 mmHg
• Flash Point: 226.023 °C
• Appearance: /
• Density: 1.249 g/cm³
• Vapor Pressure: 6.88E-09mmHg at 25°C
• Refractive Index: 1.629
• Solubility: Dichloromethane, DMSO, Methanol
• CAS DataBase Reference: Norglipin(CAS DataBase Reference)
• NIST Chemistry Reference: Norglipin(16444-19-2)
• EPA Substance Registry System: Norglipin(16444-19-2)

Safety Data

• Hazardous Substances Data: 16444-19-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Norglipin is used as an intermediate for the preparation of Trospium Chloride, a medication used to treat overactive bladder and related symptoms. Its role in the synthesis process is crucial for producing the final drug product.

InChI:InChI=1/C21H23NO3/c23-20(25-19-13-17-11-12-18(14-19)22-17)21(24,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,17-19,22,24H,11-14H2

Upstream product

• 134-81-6 benzil 
• 76-93-7 Benzilic acid 
• 76-89-1 methyl benzilate 
• 120-29-6 3-tropanol 

Downstream Products

• 15086-42-7 3endo-(hydroxy-diphenyl-acetoxy)-spiro[8-aza-bicyclo[3.2.1]octanium-8,4'-morpholinium]; chloride 

Relevant articles and documents

A process for the preparation of key intermediate qu Silv ammonium

The invention relates to a preparation method of a key intermediate of trospium chloride: nortropinate benzilate. The preparation method comprises the following steps that formylation is easily carried out on alpha-tropine and ethyl chloroformate to synthesize a compound I, wherein the reaction time is short and the yield is high; a compound II is synthesized in one pot by the compound I and benzilic acid by taking DCC (Dicyclohexylcarbodiimide) and DMAP (Dimethylaminopyridine) as a catalyst, wherein the operation is simple and convenient, the yield is high and the cost is low; meanwhile, a compound III is obtained by the hydrolyzed formyl groups of the compound II by adopting an ammonium/palladium formate-carbon reduction system of catalytic hydrogen transfer, wherein not only is strong acid and strong base condition avoided, is ester group not hydrolyzed and is the yield high, but also the catalyst can be applied mechanically without posing adverse effect on the environment.

A 2 the hydroxy [...] ― 2,2 the the ― 3 α [...] diphenylgermanium acetic acid [...] (8 the [...] azabicyclo [3, 2, 1]) ― 3 the method for the preparation of octyl [...]

The invention discloses a method for preparing 2-hydroxy-2,2-diphenylacetic acid-3alpha-(8-aza-bicyclo(3,2,1))-3-trioctyl. The method comprises the following steps of: by taking dibenzoyl as a raw material, carrying out rearrangement on the raw material so as to obtain dihydroxy-phenylacetic acid; reacting dihydroxy-phenylacetic acid with dimethyl carbonate under the DBU catalysis and microwave actions so as to obtain methyl benzilate; reacting the methyl benzilate with tropine so as to obtain tropine benzilate; and carrying out N formylation and alcoholysis on the obtained tropine benzilate so as to obtain nor-tropine benzilate. Compared with the prior art, the total reaction time of the method disclosed by the invention is greatly reduced, the total yield is increased greatly, and the reaction condition is more simple, and therefore, the method is suitable for industrial production.