333718-31-3

Basic information

• Product Name: (2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide
• Synonyms: (2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide
• CAS NO: 333718-31-3
• Molecular Weight: 319.488
• Mol File: 333718-31-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide(333718-31-3)
• EPA Substance Registry System: (2S,6S)-N-[(1R,2R)-N-(2-hydroxy-1-methyl-2-phenyl)ethyl]-N,2,6-trimethyloctanamide(333718-31-3)

Safety Data

• Hazardous Substances Data: 333718-31-3(Hazardous Substances Data)

Upstream product

• 333718-30-2 (S)-1-iodo-4-methylhexane 
• 192060-67-6 (1R,2R)-(-)-pseudoephedrinepropionamide 
• 132403-92-0 (S)-2-(2-methylbutyl)malonic acid 
• 1767-46-0 (S)-4-methyl-1-hexanol 
• 6210-82-8 diethyl S-(+)-2-methyl-1-butyl malonate 
• 1730-89-8 (S)-4-methylhexanoic acid 
• 534-00-9 (S)-2-methylbutyl bromide 
• 1565-80-6 (2S)-2-methyl-1-butanol 

Relevant articles and documents

Syntheses of the sixteen stereoisomers of 3,7,11-trimethyl-2-tridecanol, including the (2S,3S,7S,11R) and (2S,3S,7S,11S) stereoisomers identified as pheromone precursors in females of the pine sawfly Microdiprion pallipes (Hymenoptera: Diprionidae)

All sixteen stereoisomers of 3,7,11-trimethyl-2-tridecanol were synthesised in high stereoisomerical purities (> 95%), for use in the identification of the stereoisomers present in females of the pine sawfly Microdiprion pallipes (Fallén) (Hymenoptera: Diprionidae) as the precursor of the actual sex pheromone (which is the propionate), and also for investigation of the biological activities of the esters. The key step in the syntheses was the coupling of each of the enantiomers of cis-3,4-dimethyl-γ-butyrolactone with each of the four pure stereoisomers of 1-lithio-2,6-dimethyloctanes. The four corresponding alcohols were obtained by lipase-catalysed (Amano PS) kinetic separation, based on selective acylation of either (2R/S,6S)- or (2R/S,6R)-2,6-dimethyl-1-octanol (obtained from the optically pure enantiomers of citronellal). Additionally, a mixture of the 16 possible stereoisomers of 3,7,11-trimethyl-2-tridecanol was also prepared. Wiley-VCH Verlag GmbH, 2001.