125736-09-6

Basic information

• Product Name: 9-tert-butyl 2-methyl 2-(phenylselanyl)-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate
• CAS NO: 125736-09-6
• Molecular Formula: C₂₁H₂₉NO₄Se
• Molecular Weight: 438.4193
• Mol File: 125736-09-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 494.6°C at 760 mmHg
• Flash Point: 252.9°C
• Vapor Pressure: 6.37E-10mmHg at 25°C
• CAS DataBase Reference: 9-tert-butyl 2-methyl 2-(phenylselanyl)-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 9-tert-butyl 2-methyl 2-(phenylselanyl)-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate(125736-09-6)
• EPA Substance Registry System: 9-tert-butyl 2-methyl 2-(phenylselanyl)-9-azabicyclo[4.2.1]nonane-2,9-dicarboxylate(125736-09-6)

Safety Data

• Hazardous Substances Data: 125736-09-6(Hazardous Substances Data)

Upstream product

• 34837-55-3 Phenylselenyl bromide 
• 125736-06-3 9-Aza-bicyclo[4.2.1]nonane-2,9-dicarboxylic acid 9-tert-butyl ester 2-methyl ester 

Downstream Products

• 125736-10-9 9-Aza-bicyclo[4.2.1]non-2-ene-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.