168465-69-8

Basic information

• Product Name: (R)-α-(2-azidoethyl)benzenemethanol
• Synonyms: (R)-α-(2-azidoethyl)benzenemethanol
• CAS NO: 168465-69-8
• Molecular Weight: 177.206
• Mol File: 168465-69-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (R)-α-(2-azidoethyl)benzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-α-(2-azidoethyl)benzenemethanol(168465-69-8)
• EPA Substance Registry System: (R)-α-(2-azidoethyl)benzenemethanol(168465-69-8)

Safety Data

• Hazardous Substances Data: 168465-69-8(Hazardous Substances Data)

Upstream product

• 100306-33-0 (1R)-3-chloro-1-phenylpropanol 
• 113986-29-1 3-azido-1-phenyl-propan-1-one 
• 127073-84-1 (R)-3-iodo-1-phenyl-1-propanol 

Downstream Products

• 138750-31-9 (1R)-3-amino-1-phenyl-1-propanol 
• 240427-47-8 (3'R,5R)-5-methyl-1-(3'-phenylhydroxypropyl)-hexahydro-2H-azepin-2-one 
• 240427-50-3 (3'R,5R)-5-tert-butyl-1-(3'-phenylhydroxypropyl)-hexahydro-2H-azepin-2-one 
• 1009805-60-0 7-(3-hydroxy-3-phenylpropyl)-7-azatricyclo[4.2.2.0^2,5]decan-8-one 
• 1009805-58-6 7-(3-hydroxy-3-phenylpropyl)-7-azatricyclo[4.2.2.0^2,5]decan-8-one 
• 357404-71-8 2-[[(1R)-3-azido-1-phenylpropyl]oxy]-4-chlorobenzonitrile 
• 357402-60-9 2-[[(1R)-3-amino-1-phenylpropyl]oxy]-4-chloro-5-fluorobenzonitrile 
• 357402-54-1 2-[[(1R)-3-amino-1-phenylpropyl]oxy]-4-chlorobenzonitrile 
• 357404-74-1 2-[[(1R)-3-azido-1-phenylpropyl]oxy]-4-chloro-5-fluorobenzonitrile 

Relevant articles and documents

A Green approach towards the synthesis of chiral alcohols using functionalized alginate immobilized Saccharomyces cerevisiae cells

The stereochemistry of the drug molecule is gaining greater therapeutic importance and thus much attention was drawn in synthesis of chiral compounds by the pharmaceutical industry. In this study Saccharomyces cerevisiae cells immobilized on functionalize

Asymmetric Schmidt reaction of hydroxyalkyl azides with ketones

An asymmetric equivalent of the Schmidt reaction permits stereocontrol in ring expansions of symmetrical cyclohexanones. The procedure involves the reaction of chiral 1,2- and 1,3-hydroxyalkyl azides with ketones under acid catalysis; the initial reaction affords an iminium ether that can be subsequently opened with base. A systematic study of this reaction is reported, in which ketone substrates, chiral hydroxyalkyl azides, and reaction conditions are varied. Selectivities as high as ca. 98:2 are possible for the synthesis of substituted caprolactams, with up to 1,7-stereoselection involved in the overall process. The fact that either possible migrating carbon is electronically identical provides an unusual opportunity to study a ring-expansion reaction controlled entirely by stereoelectronic factors. The mechanism of the reaction and the source of its stereoselectivity are also discussed.

[3H]-(R)-NPTS, a radioligand for the type 1 glycine transporter.

The synthesis of NPTS, 6, a potent inhibitor of the type 1 glycine transporter (GlyT1) is described, as well as preparation of 6 in optically active and tritiated form for use as a radioligand for affinity displacement assay of GlyT1.