439278-07-6

Basic information

• Product Name: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxononyl]-4-phenyl-, (4R)-
• CAS NO: 439278-07-6
• Molecular Formula: C19H27NO4
• Molecular Weight: 333.428
• Mol File: 439278-07-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxononyl]-4-phenyl-, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxononyl]-4-phenyl-, (4R)-(439278-07-6)
• EPA Substance Registry System: 2-Oxazolidinone, 3-[(2R,3S)-3-hydroxy-2-methyl-1-oxononyl]-4-phenyl-, (4R)-(439278-07-6)

Safety Data

• Hazardous Substances Data: 439278-07-6(Hazardous Substances Data)

Upstream product

• 111-71-7 heptanal 
• 160695-26-1 (4R)-3-propionyl-4-phenyl-1,3-oxazolidin-2-one 

Downstream Products

• 439278-22-5 (2S,3S)-3-hydroxy-2-methylnonyl tosylate 

Relevant articles and documents

Synthesis of natural fragrant molecules cis-3-methyl-4-decanolide and aerangis lactone. General enantioselective routes to beta,gamma-cis-disubstituted gamma-lactones and gamma,delta-cis-disubstituted delta-lactones.

General enantioselective routes to 3,4-cis-dialkyl substituted gamma-lactones and 4,5-cis-dialkyl substituted delta-lactones using TiCl(4)-mediated Evans asymmetric aldolization as the key step are reported. The syntheses are exemplified with two natural fragrant molecules, cis-3-methyl-4-decanolide (1) and aerangis lactone (2). The (R,R) steroegenic centers were established using (S)-phenylalanine-derived 2-oxazolidinone or thiazolidinethione as chiral auxiliary, whereas the (S,S) ones were constructed with auxiliary prepared from (R)-phenylglycine. NaBH(4)/CaCl(2)/THF in the presence of a small amount of EtOH was introduced as a new effective method for reductive cleavage of chiral oxazolidinone auxiliaries. Previously unknown, tricky concentration effects were observed during the monotosylation of diol 7 and BOM protection of Evans aldol 23.