1310804-96-6

Basic information

• Product Name: (2S,3S)-2,3-O-isopropylidene-1-(tosyloxy)-2,3-dodecanediol
• Synonyms: (2S,3S)-2,3-O-isopropylidene-1-(tosyloxy)-2,3-dodecanediol
• CAS NO: 1310804-96-6
• Molecular Weight: 412.591
• Mol File: 1310804-96-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S)-2,3-O-isopropylidene-1-(tosyloxy)-2,3-dodecanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2,3-O-isopropylidene-1-(tosyloxy)-2,3-dodecanediol(1310804-96-6)
• EPA Substance Registry System: (2S,3S)-2,3-O-isopropylidene-1-(tosyloxy)-2,3-dodecanediol(1310804-96-6)

Safety Data

• Hazardous Substances Data: 1310804-96-6(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 475654-33-2 (2S,3S)-2,3-O-isopropylidenedodecane-1,2,3-triol 
• 108817-96-5 [(4S,5S)-5-[(tert-butyl(dimethyl)silyl)oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 37031-29-1 (-)-dimethy-2,3-O-isopropylidene-L-tartrate 
• 1314116-41-0 (4Z)-(2S,3S)-2,3-O-isopropylidene-4-dodecene-1,2,3-triol 
• 179237-62-8 (2S,3S)-2,3-O-isopropylidene-2,3,4-trihydroxybutanal tert-butyldimethylsilyl ether 

Downstream Products

• 1314116-36-3 C₂₆H₄₂O₄S 
• 1314116-37-4 C₂₆H₄₂O₄S 
• 1310804-97-7 (2S,3S)-1-tosyloxy-2,3-dodecanediol 

Relevant articles and documents

Synthesis of chiral alkenyl epoxides: The sex pheromone of the elm spanworm Ennomus subsignaria (Hübner) (Lepidoptera: Geometridae)

The identification of the sex pheromone of the elm spanworm Ennomos subsignaria (Hübner), as the chiral alkenyl epoxide (6Z)-cis-9,10-epoxy- nonadecene has been accomplished. Both enantiomers of (6Z)-cis-9,10-epoxy- nonadecene have been synthesized via two routes. The key steps in the first route were to prepare both threo-epoxy tosylates and then to perform an alkylative rearrangement of these intermediates to obtain the target molecules. An alternative enantioenriched synthesis that took advantage of the Sharpless dihydroxylation reaction was developed so that a common starting material could be used to access both enantiomers. A field study and GC/EAD testing indicated that Z6-cis-9S,10R-epoxy-nonadecene was the sex pheromone of the elm spanworm E. subsignaria (Hübner).