168465-63-2

Basic information

• Product Name: (RS)-3-azido-1-phenyl-1-propanol
• Synonyms: (RS)-3-azido-1-phenyl-1-propanol
• CAS NO: 168465-63-2
• Molecular Weight: 177.206
• Mol File: 168465-63-2.mol

Chemical Properties

• CAS DataBase Reference: (RS)-3-azido-1-phenyl-1-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-3-azido-1-phenyl-1-propanol(168465-63-2)
• EPA Substance Registry System: (RS)-3-azido-1-phenyl-1-propanol(168465-63-2)

Safety Data

• Hazardous Substances Data: 168465-63-2(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 58503-60-9 3-azidopropanal 
• 113986-29-1 3-azido-1-phenyl-propan-1-one 

Downstream Products

• 1036715-65-7 (R)-3-azido-1-phenylpropyl acetate 
• 357434-40-3 (S)-3-azido-1-phenyl-1-propanol 

Relevant articles and documents

Electronic and steric effects on the intramolecular Schmidt reaction of alkyl azides with secondary benzyl alcohols

The intramolecular Schmidt reaction of simple azido secondary benzyl alcohols has been realized for the first time. Investigation of the electronic and steric effects of the substrates on the product outcome was conducted. Unique intramolecular Schmidt rearrangements were observed with the formation of a cinnamaldehyde derivative and aryl aldehydes, respectively. Using this protocol, an efficient synthesis of dihydrobenzotriazine derivatives was achieved. Moreover, a practical approach to 2-aryl-1-pyrrolines was also accessed.

Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones

Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.

Synthesis of enantiomerically pure γ-azidoalcohols by lipase-catalyzed transesterification

An enantioselective synthesis of chiral γ-azidoalcohols via lipase-catalyzed resolution is described. The efficiency of various lipases and the effect of different solvents have been studied. Pseudomonas cepacia immobilized on diatomaceous earth (PS-D) in n-hexane catalyzed the transesterification process in an efficient manner providing γ-azidoalcohols in high enantiomeric excess.