1373441-09-8

Basic information

• Product Name: (R)-1-phenyl-3-((triethylsilyl)oxy)propan-2-ol
• CAS NO: 1373441-09-8
• Molecular Weight: 266.456
• Mol File: 1373441-09-8.mol

Chemical Properties

• CAS DataBase Reference: (R)-1-phenyl-3-((triethylsilyl)oxy)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-phenyl-3-((triethylsilyl)oxy)propan-2-ol(1373441-09-8)
• EPA Substance Registry System: (R)-1-phenyl-3-((triethylsilyl)oxy)propan-2-ol(1373441-09-8)

Safety Data

• Hazardous Substances Data: 1373441-09-8(Hazardous Substances Data)

Upstream product

• 994-30-9 triethylsilyl chloride 
• 19881-97-1 3-phenylpropane-1,2-diol 
• 300-57-2 allylbenzene 

Relevant articles and documents

Resolution of terminal 1,2-diols via silyl transfer

Through kinetic analysis and optimization, we report an improved resolution of terminal 1,2-diols via asymmetric silyl transfer. Because the reaction is a regiodivergent resolution, the monoprotected product could be isolated in excess of 95:5 er and 40% yield. The described method offers a means of chemically differentiating a terminal 1,2-diol with concomitant resolution of the enantiomers.

Site-selective catalysis: Toward a regiodivergent resolution of 1,2-diols

This paper demonstrates that the secondary hydroxyl can be functionalized in preference to the primary hydroxyl of a 1,2-diol. The site selectivity is achieved by using an enantioselective organic catalyst that is able to bond to the diol reversibly and covalently. The reaction has been parlayed into a divergent kinetic resolution on a racemic mixture, providing access to highly enantioenriched secondary-protected 1,2-diols in a single synthetic step.