244075-39-6

Basic information

• Product Name: 3-Oxa-6-azatricyclo[3.2.1.02,4]octan-7-one,(1R,2R,4S,5S)-rel-(9CI)
• Synonyms: 3-Oxa-6-azatricyclo[3.2.1.02,4]octan-7-one,(1R,2R,4S,5S)-rel-(9CI)
• CAS NO: 244075-39-6
• Molecular Formula: C6H7NO2
• Molecular Weight: 125.12528
• Product Categories: PIPERIDINE;PYRROLIDINE
• Mol File: 244075-39-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Oxa-6-azatricyclo[3.2.1.02,4]octan-7-one,(1R,2R,4S,5S)-rel-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxa-6-azatricyclo[3.2.1.02,4]octan-7-one,(1R,2R,4S,5S)-rel-(9CI)(244075-39-6)
• EPA Substance Registry System: 3-Oxa-6-azatricyclo[3.2.1.02,4]octan-7-one,(1R,2R,4S,5S)-rel-(9CI)(244075-39-6)

Safety Data

• Hazardous Substances Data: 244075-39-6(Hazardous Substances Data)

Upstream product

• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 49805-30-3 racemic 2-azabicyclo[2.2.1]hept-5-en-3-one 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 

Relevant articles and documents

COMPOUNDS AND COMPOSITIONS USEFUL FOR TREATING DISORDERS RELATED TO NTRK

This invention relates to inhibitors of NTRK that are active against wild-type NTRK and its resistant mutants.

Synthesis and Fungistatic Activity of Bicyclic Lactones and Lactams against Botrytis cinerea, Penicillium citrinum, and Aspergillus glaucus

Six analogues of natural trans-4-butyl-cis-3-oxabicyclo[4.3.0]nonan-2-one (3) and three derivatives, 11, 12, and 13, of Vince lactam (10) were synthesized and tested as fungistatic agents against Botrytis cinerea AM235, Penicillium citrinum AM354, and six strains of Aspergillus. Moreover, bioresolution carried out by means of whole cell microorganisms and commercially available enzymes afforded opposite enantiomerically enriched (a) and (+) isomers of Vince lactam (10), respectively. The effect of compound structures and stereogenic centers on biological activity has been discussed. The highest fungistatic activity was observed for four lactones: 3, 4, 7, and 8 (IC50 = 104.6-115.2 g/mL) toward B. cinerea AM235. cis-5,6-Epoxy-2-aza[2.2.1]heptan-3-one (13) indicated significant fungistatic activity (IC50 = 107.1 g/mL) against Aspergillus glaucus AM211. trans-4-Butyl-cis-3-oxabicyclo[4.3.0]nonan-2-one (3) and trans-4-butyl-cis-3-oxabicyclo[4.3.0]non-7-en-2-one (7) exhibited high fungistatic activity (IC50 = 143.2 and 110.2 g/mL, respectively) against P. citrinum AM354 as well.

Highly selective directed hydrogenation of enantiopure 4-(tert-butoxycarbonylamino)cyclopent-1-enecarboxylic acid methyl esters

The use of both N-tert-butoxycarbonylamino- and hydroxyl-directed hydrogenation methodology to yield essentially single diastereomers of 3-(tert-butoxycarbonylamino)-4-hydroxycyclopentanecarboxylic acid methyl esters and 3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid methyl esters is described. These results incorporate the first reported carbamate-directed hydrogenations of functionalised cyclopentenes.