301663-72-9

Basic information

• Product Name: (2S,3R,4S)-2,3-Dihydroxy-4-(6-methoxynaphthalen-2-yl)-2-phenylpentane
• Synonyms: (2S,3R,4S)-2,3-Dihydroxy-4-(6-methoxynaphthalen-2-yl)-2-phenylpentane
• CAS NO: 301663-72-9
• Molecular Weight: 336.431
• Mol File: 301663-72-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3R,4S)-2,3-Dihydroxy-4-(6-methoxynaphthalen-2-yl)-2-phenylpentane(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4S)-2,3-Dihydroxy-4-(6-methoxynaphthalen-2-yl)-2-phenylpentane(301663-72-9)
• EPA Substance Registry System: (2S,3R,4S)-2,3-Dihydroxy-4-(6-methoxynaphthalen-2-yl)-2-phenylpentane(301663-72-9)

Safety Data

• Hazardous Substances Data: 301663-72-9(Hazardous Substances Data)

Upstream product

• 75-24-1 trimethylaluminum 
• 301663-71-8 (2S,3R,4S)-3,4-Epoxy-4-(6-methoxynaphthalen-2-yl)-2-phenylbutan-2-ol 

Downstream Products

• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 

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.