102565-20-8

Basic information

• Product Name: (R*,S*)-2-azido-1,2-diphenylethanol
• Synonyms: (R*,S*)-2-azido-1,2-diphenylethanol
• CAS NO: 102565-20-8
• Molecular Weight: 239.277
• Mol File: 102565-20-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (R*,S*)-2-azido-1,2-diphenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (R*,S*)-2-azido-1,2-diphenylethanol(102565-20-8)
• EPA Substance Registry System: (R*,S*)-2-azido-1,2-diphenylethanol(102565-20-8)

Safety Data

• Hazardous Substances Data: 102565-20-8(Hazardous Substances Data)

Upstream product

• 1439-07-2 trans-Stilbene oxide 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 1689-71-0 2,3-diphenyloxirane 
• 3359-66-8 4,5-diphenylethylene (trans,trans) sulphite 

Downstream Products

• 16118-22-2 benzylidenamine 
• 100-52-7 benzaldehyde 
• 88381-98-0 N-(1-phenyl-3-butenyl)benzylamine 
• 67366-52-3 tert-butyl <1-(2-hydroxy-1,2-diphenyl)ethyl>carbamate 
• 92552-75-5 4,5-diphenyl-2-oxazolidinone 

Relevant articles and documents

Solid-phase enrichment and analysis of electrophilic natural products

In search for new natural products, which may lead to the development of new drugs for all kind of applications, novel methods are needed. Here we describe the identification of electrophilic natural products in crude extracts via their reactivity against azide as a nucleophile followed by their subsequent enrichment using a cleavable azide-reactive resin (CARR). Using this approach, natural products carrying epoxides and α,β-unsaturated enones as well as several unknown compounds were identified in crude extracts from entomopathogenic Photorhabdus bacteria.

An Efficient Nucleophilic Cleavage of Oxiranes to 1,2-Azido Alcohols

Regioselective ring opening of oxiranes has been induced by the SnCl2·2H2O-Mg-THF/NaN3-H2O system to give the corresponding 1,2-azido alcohols in good yields.

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.