133522-22-2

Basic information

• Product Name: (1R,2S)-2-azido-1,2-diphenylethan-1-ol
• Synonyms: (1R,2S)-2-azido-1,2-diphenylethan-1-ol
• CAS NO: 133522-22-2
• Molecular Weight: 239.277
• Mol File: 133522-22-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (1R,2S)-2-azido-1,2-diphenylethan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-2-azido-1,2-diphenylethan-1-ol(133522-22-2)
• EPA Substance Registry System: (1R,2S)-2-azido-1,2-diphenylethan-1-ol(133522-22-2)

Safety Data

• Hazardous Substances Data: 133522-22-2(Hazardous Substances Data)

Upstream product

• 183184-04-5 (R,R)-(+)-4,5-diphenyl-1,3,2-dioxathiolan-2-one 
• 181783-75-5 (+)-(R,R)-1,2-diphenylethylene carbonate 
• 1439-07-2 (R,R)-trans-stilbene epoxide 
• 68331-57-7 (1R,2R)-2-bromo-1,2-diphenylethanol 
• 910916-33-5 (1S,2R)-2-chloro-1,2-diphenyl-1-diphenylphosphinoyloxyethane 
• 910916-39-1 (1R,2R)-1-diphenylphosphinoyloxy-2-hydroxy-1,2-diphenylethane 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 

Downstream Products

• 132486-62-5 (+)-(1S,2S)-1,2-diphenylethane-1,2-diazide 
• 29841-69-8 (S,S)-1,2-diphenyl-1,2-diaminoethane 
• 178151-42-3 (1S,2R)-1,2-diphenyl-2-<(1,1-dimethylethyl)dimethylsiloxy>ethylamine 
• 224564-59-4 2-(diphenylphosphinoyl)-α-<(2S,3S)-2,3-diphenylaziridine-1-yl>toluene 
• 177977-65-0 ((1R,2S)-2-Azido-1,2-diphenyl-ethoxy)-tert-butyl-dimethyl-silane 
• 1605-06-7 (-)-(2S,3S)-2,3-diphenylaziridine 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 

Relevant articles and documents

Synthesis of Chiral Triazole-Based Halogen Bond Donors

The number of applications that use halogen bonding in the fields of self-assembly, supramolecular aggregation, and catalysis is growing. However, the accessibility of chiral halotriazoles shows that there is still a lot more to explore. The simple click-chemistry is applied for the straightforward synthesis of enantiomerically pure mono- and bidentate as well as multifunctional iodotriazole-based XB donors. The methodology is characterized by a wide variability due to easy access of chiral azides.

Single route to chiral syn- and anti-2-amino-1,2-diphenylethanols via a new stereodivergent opening of trans-1,2-diphenyloxirane

Oxiranyl ring opening of trans-stilbene oxide gave rise to anti- or syn-2-bromo-1,2-diphenylethanols, using either MgBr2·Et2O or MgBr2·Et2O, NaBr, and KBr with Amberlyst 15, respectively. Starting from optically pure (R,R)-trans-stilbene oxide, (1R,2R)- and (1R,2S)-2-amino-1,2-diphenylethanols were obtained in high yield and ee.

Asymmetric catalysis via chiral aziridines

The chiral bis(aziridines) 4, 6 and 7 have been synthesized and evaluated as chelating ligands for a variety of asymmetric transformations mediated by metals. The processes studied were the asymmetric addition of osmium tetroxide to olefins, copper-catalyzed asymmetric cyclopropanation and aziridination, palladium-catalyzed asymmetric allylic alkylation and asymmetric 1,2-addition of organolithium reagents to imines. In the best cases an enantiomeric excess >95% was obtained. Acta Chemica Scandinavica 1996.