353461-15-1

Basic information

• Product Name: tert-butyl 2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate
• Synonyms: tert-butyl 2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate
• CAS NO: 353461-15-1
• Molecular Formula: C13H21NO3
• Molecular Weight: 239.31074
• Mol File: 353461-15-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-butyl 2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate(353461-15-1)
• EPA Substance Registry System: tert-butyl 2-oxo-9-azabicyclo[4.2.1]nonane-9-carboxylate(353461-15-1)

Safety Data

• Hazardous Substances Data: 353461-15-1(Hazardous Substances Data)

Upstream product

• 19740-90-0 (Z)-9-oxabicyclo[6.1.0]non-4-ene 
• 24424-99-5 di-tert-butyl dicarbonate 
• 895138-20-2 (1S,6S)-9-[(R)-1-phenylethyl]-9-azabicyclo[4.2.1]nonan-2-one 
• 895138-16-6 (1S,2S,6S)-(+)-9-[(R)-1-phenylethyl]-9-azabicyclo[4.2.1]nonan-2-ol 
• 895138-29-1 (1R,6R)-9-[(R)-1-phenylethyl]-9-azabicyclo[4.2.1]nonan-2-one 
• 895138-28-0 (1R,2R,6R)-9-[(R)-1-phenylethyl]-9-azabicyclo[4.2.1]nonan-2-ol 
• 34619-03-9 tert-butyldicarbonate 
• 105282-62-0 9-Benzyl-9-aza-bicyclo[4.2.1]nonan-2-one 
• 5259-72-3 cyclo-octa-1,5-diene 

Downstream Products

• 90741-53-0 t-butyl-1-(9-azabicyclo<4.2.1>-non-2-ene-2-yl)ethanone carbamate 
• 90741-53-0 (1R)-2-acetyl-9-(1-tert-butoxycarbonyl)-9-azobicyclo<4.2.1>-2-nonene 
• 64314-16-5 (+)-anatoxin-a hydrochloride 

Relevant articles and documents

Synthetic Haptens and Monoclonal Antibodies to the Cyanotoxin Anatoxin-a

Early warning systems for monitoring toxic events may benefit from the availability of monoclonal antibodies enabling the sensitive and specific detection of anatoxin-a, a cyanotoxin involved in numerous cases of animal poisoning resulting from toxic alga

Formal amide insertion strategy for the synthesis of anatoxin-a using rhodium catalysis

A formal synthesis of anatoxin-a was accomplished by using rhodium-catalyzed formal amide insertion reaction. The key reaction was performed on a gram scale using 0.4 mol % of Rh2(NHCOtBu)4catalyst, affording a 9-azabicyclo[4.2.1]nonane derivative in good yield. The nitrogen-bridged molecule was converted to Wiseman's intermediate through diastereoselective reduction, site-selective deoxygenation and functional group interconversions.

PREPARATION OF BIOCONJUGATES AND ANTIBODIES FOR THE IMMUNODETECTION OF ANATOXIN-A

The present invention relates to bioconjugates and labeled derivatives of anatoxin-a, at different positions of the molecule, suitable for producing antibodies with high affinity and specificity for anatoxin-a. At the same time, the present invention also relates to the use of bioconjugates of anatoxin-a and labeled derivatives of anatoxin-a as assay antigens. Moreover, the present invention also relates to methods for analyzing, concentrating and extracting anatoxin-a using the antibodies obtained, sometimes together with assay antigens which are bioconjugates or labeled derivatives. This invention also provides a kit for analyzing anatoxin-a which comprises antibodies against this cyanotoxin sometimes together with assay antigens which are bioconjugates or labeled derivatives of anatoxin-a.

A unified approach to the synthesis of both enantiomers of anatoxin-a and homoanatoxin-a cyanotoxins

Anatoxin-a and homoanatoxin-a are highly neurotoxic compounds produced by cyanobacteria, principally during surface water-blooms (SWBs). Owing to their powerful biological activity and unique structural characteristics, these natural alkaloids have been t

Synthesis and biological activity of a novel class nicotinic acetylcholine receptors (nAChRs) ligands structurally related to anatoxin-a

The introduction of the isoxazole ring as bioisosteric replacement of the acetyl group of anatoxin-a led to a new series of derivatives binding to nicotinic acetylcholine receptors. Bulkier substitutions than methyl at the 3 position of isoxazole were shown to be detrimental for the activity. The binding potency of the most interesting compounds with α1, α7 and α3β4 receptor subtypes, was, anyway, only at micromolar level. Moreover, differently from known derivatives with pyridine, isoxazole condensed to azabicyclo ring led to no activity.