35130-97-3

Basic information

• Product Name: Tropine-3-mesylate
• Synonyms: Tropine-3-mesylate;(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) methanesulfonate;8-Azabicyclo(3.2.1)octan-3-ol, 8-methylmethanesulfonate (ester), endo-;endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl Methanesulfonate;8-Azabicyclo[3.2.1]octan-3-ol,8-Methyl-, Methanesulfonate (1:1), (3-endo)-
• CAS NO: 35130-97-3
• Molecular Formula: C₉H₁₇NO₃S
• Molecular Weight: 219.3
• Mol File: 35130-97-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 347.1°Cat760mmHg
• Flash Point: 163.7°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 5.5E-05mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: Tropine-3-mesylate(CAS DataBase Reference)
• NIST Chemistry Reference: Tropine-3-mesylate(35130-97-3)
• EPA Substance Registry System: Tropine-3-mesylate(35130-97-3)

Safety Data

• Hazardous Substances Data: 35130-97-3(Hazardous Substances Data)

Usage

General Description

Tropine-3-mesylate is a chemical compound that belongs to the class of tropane alkaloids. It is a derivative of tropine, which is a bicyclic organic compound found in plants such as Atropa belladonna and Datura stramonium. Tropine-3-mesylate is commonly used in organic synthesis and medicinal chemistry as a reagent for the synthesis of various pharmaceuticals and bioactive compounds. It is also used as a cholinergic antagonist, meaning it can block the action of acetylcholine, a neurotransmitter in the nervous system. Tropine-3-mesylate has been studied for its potential therapeutic applications in conditions such as asthma, motion sickness, and gastrointestinal disorders.

InChI:InChI=1/C9H17NO3S/c1-10-7-3-4-8(10)6-9(5-7)13-14(2,11)12/h7-9H,3-6H2,1-2H3

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 120-29-6 3-tropanol 

Downstream Products

• 5911-81-9 3α-cyanotropane 
• 101353-61-1 3-endo-benzylamino-8-methyl-8-azabicyclo[3.2.1]octane 
• 1182358-02-6 (Exo)-3-(4-methoxybenzylsulfanyl)-8-methyl-8-azabicyclo[3.2.1]octane 
• 848130-83-6 (1R,3S,5S)-8-methyl-8-azabicyclo[3.2.1]octane-3-thiol 
• 1433607-18-1 (E)-2-amino-7-(4-fluoro-2-(pyridin-3-yl)phenyl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one O-((1S,3R,5R)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)oxime 
• 224452-66-8 retapamulin 
• 569339-59-9 thioacetic acid S-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl) ester 
• 5911-34-2 tropane-3exo-carboxylic acid methyl ester 
• 5911-45-5 tropane-3exo-carbonitrile 
• 87571-88-8 3-endo-tropanamine 
• 107330-52-9 1-[(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-1,1-diphenylmethanol 
• 77863-05-9 3α-benzoyltropane 
• 116568-67-3 tropane-3-carboxamide 

Relevant articles and documents

A Swedish he Moline synthesis method

The present invention provides a synthesis method for Retapamulin. The method comprises: using pleuromutilin as a starting material of one segment; obtaining PLM-TS by condensation reaction between the starting material and toluenesulfonyl chloride; using tropenol as a raw material of the other segment; obtaining TRP-MS by reaction between the raw material and toluenesulfonyl chloride; after performing substitution reaction between TRP-MS that uses water as a solvent and potassium ethyl xanthate, performing acidification between the substance and sulfuric acid to obtain an intermediate TRP-XAN; TRP-XAN undergoing hydrolysis in an ethanol NaOH solution; performing acidification between the substance and sulfuric acid to obtain an intermediate TRP-THI; the two segments TRP-THI and PLM-TS undergoing condensation reaction under alkaline conditions to obtain the final product, Retapamulin. The synthesis method for Retapamulin provided by the present invention is simple, environmentally friendly, easy in controlling the quality of intermediates of all steps, and suitable for the Retapamulin synthesis process in industrialized production.

A convenient microwave-assisted arylstannane generation-Stille coupling protocol

An efficient methodology for the synthesis of complex pyridin-3-yl-phenyl biaryl systems is described; microwave irradiation greatly enhances the rate of the two Pd-catalyzed key steps: formation of the stannane partner and its subsequent Stille coupling with a range of highly functionalized pyridines. Besides being fast and high yielding, this process also allows diversification of the pyridine at a late stage.