1005327-17-2

Basic information

• Product Name: (R)-1-phenyl-2-(2-phenyl-1,3,2-dioxaborolan-4-yl)ethanone
• Synonyms: (R)-1-phenyl-2-(2-phenyl-1,3,2-dioxaborolan-4-yl)ethanone
• CAS NO: 1005327-17-2
• Molecular Weight: 266.104
• Mol File: 1005327-17-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-1-phenyl-2-(2-phenyl-1,3,2-dioxaborolan-4-yl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-phenyl-2-(2-phenyl-1,3,2-dioxaborolan-4-yl)ethanone(1005327-17-2)
• EPA Substance Registry System: (R)-1-phenyl-2-(2-phenyl-1,3,2-dioxaborolan-4-yl)ethanone(1005327-17-2)

Safety Data

• Hazardous Substances Data: 1005327-17-2(Hazardous Substances Data)

Upstream product

• 156386-82-2 trans-γ-3-benzoylprop-2-en-1-ol 
• 98-80-6 phenylboronic acid 

Downstream Products

• 159974-68-2 (R)-3,4-dihydroxy-1-phenylbutan-1-one 
• 1005327-29-6 (2R,4S)-4-phenylhept-6-yne-1,2,4-triol 
• 146912-66-5 (R)-2-hydroxy-4-oxo-4-phenylbutanoic acid 
• 29678-81-7 (R)-2-hydroxy4-phenylbutanoic acid 
• 90315-82-5 ethyl (R)-2-hydroxy-4-phenylbutyrate 
• 109010-59-5 (R)-2-<(4-nitrobenzolsulfonyl)oxy>-4-phenylbuttersaeure-ethylester 
• 86541-77-7 (3S)-1-(carboxymethyl)-<<(1S)-1-(ethoxycarbonyl)-3-phenylpropyl>amino>-2,3,4,5-tetrahydro-1H-<1>benzazepin-2-one hydrochloride 

Relevant articles and documents

Chloramphenicol base chemistry. Part 10: Asymmetric synthesis of α-hydroxy chiral alcohols via intramolecular Michael additions of γ-hydroxy-α, β-unsaturated enones with chloramphenicol base derived bifunctional urea organocatalysts

We have developed the chloramphenicol base urea-catalyzed intramolecular Michael addition of γ-hydroxy-α, β-unsaturated enones. The oxidation of the resulting products provided facile access to the corresponding α-hydroxy chiral alcohols with good efficiency and enantioselectivity, with the reaction displaying broad substrate scope. The utility of this methodology was further demonstrated by the synthesis of (R)-2-hydroxy-4-phenylbutanoate, which is a key building block for the construction of the ACE inhibitor benazepril hydrochloride.