143680-60-8

Basic information

• Product Name: (2R,4R,5S)-1-Benzyloxy-5-hydroxy-2,4-dimethyl-heptan-3-one
• CAS NO: 143680-60-8
• Molecular Weight: 264.365
• Mol File: 143680-60-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,4R,5S)-1-Benzyloxy-5-hydroxy-2,4-dimethyl-heptan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R,5S)-1-Benzyloxy-5-hydroxy-2,4-dimethyl-heptan-3-one(143680-60-8)
• EPA Substance Registry System: (2R,4R,5S)-1-Benzyloxy-5-hydroxy-2,4-dimethyl-heptan-3-one(143680-60-8)

Safety Data

• Hazardous Substances Data: 143680-60-8(Hazardous Substances Data)

Upstream product

• 116652-75-6 (R)-1-(benzyloxy)-2-methylpentan-3-one 
• 123-38-6 propionaldehyde 

Relevant articles and documents

Studies in polypropionate synthesis: High π-face selectivity in syn aldol reactions of tin(II) enolates from (R)-and (S)-1-benzyloxy-2-methylpentan-3-one

Use of Sn(OTf)2/Et3N in the aldol reactions of the α-chiral ethyl ketones (R)- or (S)-1 with aldehydes leads to high stereoselectivity (90-95% ds, >-97% ee) for the 1,2-syn-2,4-syn adduct 7 or ent-7. This substrate-based selectivity is rationalised by chelation of the Sn(II) enolate.