125736-10-9

Basic information

• Product Name: 9-tert-butyl 2-methyl 9-azabicyclo[4.2.1]non-2-ene-2,9-dicarboxylate
• CAS NO: 125736-10-9
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.3474
• Mol File: 125736-10-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 365.6°C at 760 mmHg
• Flash Point: 174.9°C
• Density: 1.135g/cm³
• Vapor Pressure: 1.56E-05mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 9-tert-butyl 2-methyl 9-azabicyclo[4.2.1]non-2-ene-2,9-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 9-tert-butyl 2-methyl 9-azabicyclo[4.2.1]non-2-ene-2,9-dicarboxylate(125736-10-9)
• EPA Substance Registry System: 9-tert-butyl 2-methyl 9-azabicyclo[4.2.1]non-2-ene-2,9-dicarboxylate(125736-10-9)

Safety Data

• Hazardous Substances Data: 125736-10-9(Hazardous Substances Data)

Upstream product

• 125736-08-5 2-Phenylselanyl-9-aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 2-methyl ester 
• 125736-06-3 9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 2-methyl ester 

Relevant articles and documents

Chirospecific Syntheses of Nitrogen and Side-Chain Modified Anatoxin Analogues. Synthesis of (1R)-Anatoxinal and (1R)-Anatoxinic Acid Derivatives

A straightforward and good yielding route to side-chain analogues of the potent neurotoxin and neurotransmitter (+)-anatoxin (1) has been developed.Peroxy acid oxidation of the (silyloxy)butadiene 43 derived from readily synthesized, optically pure (1R)-t-BOC-anatoxin (42) affords silyloxy ketone 44.Fluorolysis of 44 followed by oxidative cleavage of the resultant α-hydroxy ketone 45 gives a mixture of α,β-unsaturated acid 46 and ester 41 in 57percent combined yield.Other approaches to these compounds, based on literature precedent, failed. (1R)-t-BOC-anatoxinic acid (46) then serves as educt for the synthesis of a wide variety of anatoxin derivatives with modified side-chain functionality.These analogues, designed to serve as probes of the antagonist binding site of the nicotinic acetylcholine receptor, include alcohol, aldehyde, amide, hydroxamate, and oxime ether functional groups.