102831-07-2

Usage

Chemical class

Azido compound

Use

Building block in organic synthesis and chemical research

Chemical properties

Azido group can undergo various chemical reactions

Applications

Medicinal chemistry, creation of molecules with pharmacological and biological activities

Safety precautions

Handle with caution, potentially explosive, proper safety measures required

InChI:InChI=1/C9H7N3O3/c10-12-11-4-7(13)6-1-2-8-9(3-6)15-5-14-8/h1-3H,4-5H2

Upstream product

• 40288-65-1 1-(benzo[1,3]dioxol-5-yl)-2-bromoethanone 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 

Downstream Products

• 120-57-0 piperonal 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 102831-21-0 N-(2-Benzo[1,3]dioxol-5-yl-1-benzyl-2-oxo-ethyl)-formamide 
• 102831-12-9 2-Amino-1-benzo[1,3]dioxol-5-yl-3-phenyl-propan-1-one; hydrobromide 

Relevant academic research and scientific papers

Antimycobacterial natural products: Synthesis and preliminary biological evaluation of the oxazole-containing alkaloid texaline

Texaline, an antimycobacterial oxazole-containing alkaloid previously isolated from Amyris texana and A. elemifera, and related compounds have been synthesized in order to explore aspects of the structure-antituberculosis activity relationship. While texa

Photolysis of α-azidoacetophenones: Direct detection of triplet alkyl nitrenes in solution

We report the first detection of triplet alkyl nitrenes in fluid solution by laser flash photolysis of α-azido acetophenone derivatives, 1. Azides 1 contain an intramolecular triplet sensitizer, which ensures formation of the triplet alkyl nitrene by bypassing the singlet nitrene intermediate. At room temperature, azides 1 cleave to form benzoyl and methyl azide radicals in competition with triplet energy transfer to form triplet alkyl nitrene. The major photoproduct 3 arises from interception of the triplet alkyl nitrene with benzoyl radicals. The triplet alkyl nitrene intermediates are also trapped with molecular oxygen to yield the corresponding 2-nitrophenylethanone. Laser flash photolysis of 1 reveals that the triplet alkyl nitrenes have absorption around 300 nm. The triplet alkyl nitrenes were further characterized by obtaining their UV and IR spectra in argon matrices. 13C and 15N isotope labeling studies allowed us to characterize the C-N stretch of the nitrene intermediate at 1201 cm-1.

CALCILYTIC COMPOUNDS

Novel calcilytic compounds, pharmaceutical compositions, methods of synthesis and methods of using them are provided

Chemoenzymatic syntheses of (R)-2-bromo-, (R)2-chloro- and (R)2-azido-1-(1,3-benzodioxol-5-yl)-1-ethanol

Enantioselective reductions of 2-X-1-(1,3-benzodioxol-5-yl)-1-ethanones, (X = Cl, Br, N3) by Rhodothorula glutinis CCT 2182 afforded the corresponding (R)-ethanols in good to excellent yields (57-99%) and excellent enantiomeric excesses (>99%). These alcohols may be used as raw materials for the preparation of the pharmaceuticals (R)-(-)-epinephrine, (R)-(-)-norepinephrine and (R)-(-)-isoproterenol.