243860-93-7

Basic information

• Product Name: (1S,2R,3S)-1,2-Dihydroxy-1,3-diphenylbutane
• Synonyms: (1S,2R,3S)-1,2-Dihydroxy-1,3-diphenylbutane
• CAS NO: 243860-93-7
• Molecular Weight: 242.318
• Mol File: 243860-93-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S)-1,2-Dihydroxy-1,3-diphenylbutane(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S)-1,2-Dihydroxy-1,3-diphenylbutane(243860-93-7)
• EPA Substance Registry System: (1S,2R,3S)-1,2-Dihydroxy-1,3-diphenylbutane(243860-93-7)

Safety Data

• Hazardous Substances Data: 243860-93-7(Hazardous Substances Data)

Upstream product

• 5411-12-1 (2S,3R)-phenyl(3-phenyloxiran-2-yl)methanone 
• 5411-12-1 trans-(2S,3R)-epoxy-1,3-diphenylpropan-1-one 
• 119788-62-4 (2R*,3S*)-2-Hydroxy-1,3-diphenyl-1-butanon 
• 75-24-1 trimethylaluminum 
• 88335-63-1 (+)-(S,R,S)-1-hydroxy-2,3-epoxy-1,3-diphenylpropane 
• 229018-00-2 (-)-(R,S,R)-1-hydroxy-2,3-epoxy-1,3-diphenylpropane 

Downstream Products

• 7782-24-3 (S)-2-Phenylpropionic acid 
• 93-53-8 (S)-2-phenyl-propionaldehyde 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Stereocontrolled ring-opening of some enantiomerically enriched epoxy ketones and epoxy alcohols using trimethylaluminium: Synthesis of (S)-2-arylpropanoic acids

Poly-(D)-leucine-catalysed epoxidation of chalcone furnished epoxide (+)-6; treatment of this epoxide with trimethylaluminium followed by zinc borohydride reduction and oxidative cleavage furnished (S)-2-phenylpropanoic acid 11. In a complementary sequence epoxy ketones (-)-6 and 25 were converted into (S)-2-phenylpropanoic acid and (S)-fenoprofen 5 respectively by reduction with zinc borohydride, reaction with trimethylaluminium and oxidative cleavage. Similarly epoxy ketones (-)-6, 21 and 28 were treated with methylmagnesium iodide, trimethylaluminium and the resultant alcohols subjected to oxidative cleavage to afford (S)-2-phenylpropanoic acid (from the first two substrates) and (S)-naproxen 1.