249745-85-5

Basic information

• Product Name: (2S,4S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethyloctanamide
• CAS NO: 249745-85-5
• Molecular Weight: 319.488
• Mol File: 249745-85-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,4S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethyloctanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethyloctanamide(249745-85-5)
• EPA Substance Registry System: (2S,4S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethyloctanamide(249745-85-5)

Safety Data

• Hazardous Substances Data: 249745-85-5(Hazardous Substances Data)

Upstream product

• 131906-76-8 (2S)-2-methyl-1-iodohexane 
• 192060-67-6 (1R,2R)-(-)-pseudoephedrinepropionamide 
• 321-97-1 (1R,2R)-pseudoephedrine 
• 249745-72-0 (2S)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylhexanamide 
• 624-22-6 (2S)-2-methyl-1-hexanol 

Relevant articles and documents

Sex pheromone of the pine sawfly, Macrodiprion nemoralis. Stereoselective synthesis of the sixteen stereoisomers of 3,7,9-trimethyl-2-tridecyl acetate

The sixteen stereoisomers of 3,7,9-trimethyl-2-tridecyl acetate (5Ac) were prepared individually, each in over 99.5% stereochemical purity. The syntheses were based on the ring opening of a pure enantiomer of cis-3,4-dimethyl-γ-butyrolactone using a pure stereoisomer of 1-lithio-2,4-dimethyloctane, the two stereogenic centres of which were introduced with high selectivity by alkylations of the amide enolates from the appropriate enantiomers of pseudoephedrine. (2S,3R,7R,9S)-3,7,9-Trimethyl-2-tridecyl acetate (SRRS-5Ac) has recently been found to be the major component of the female sex pheromone of Macrodiprion nemoralis (Hymenoptera: Diprionidae). A synthetic method for the preparation of a sixteen isomer mixture of 5Ac is also presented. This mixture has been found to be biologically active in field tests.