606933-61-3

Basic information

• Product Name: (-)-N-[(1'R,6'R)-6-methyl-3-cyclohexenylcarbonyl]bornane-10,2-sultam
• Synonyms: (-)-N-[(1'R,6'R)-6-methyl-3-cyclohexenylcarbonyl]bornane-10,2-sultam
• CAS NO: 606933-61-3
• Molecular Weight: 337.483
• Mol File: 606933-61-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-N-[(1'R,6'R)-6-methyl-3-cyclohexenylcarbonyl]bornane-10,2-sultam(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N-[(1'R,6'R)-6-methyl-3-cyclohexenylcarbonyl]bornane-10,2-sultam(606933-61-3)
• EPA Substance Registry System: (-)-N-[(1'R,6'R)-6-methyl-3-cyclohexenylcarbonyl]bornane-10,2-sultam(606933-61-3)

Safety Data

• Hazardous Substances Data: 606933-61-3(Hazardous Substances Data)

Upstream product

• 94594-90-8 (2R)-bornane-10,2-sultam 
• 94668-55-0 (1S)-N-crotyl-2,10-camphorsultam 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 92344-71-3 (-)-(1R,6R)-6-methyl-3-cyclohexenecarboxylic acid 

Relevant articles and documents

An improved synthesis of ethyl cis-5-iodo-trans-2-methylcyclohexanecarboxylate, a potent attractant for the Mediterranean fruit fly

Both racemic ethyl 5-iodo-2-methylcyclohexanecarboxylate (1), known as Mediterranean fruit fly attractant ceralure B1, and its (-)-(1R,2R,5R) enantiomer 1a were conveniently synthesized from commercially available racemic trans-6-methyl-3-cyclohexenecarboxylic acid 2 or its (1R,6R) enantiomer 2a. Key steps included an asymmetric Diels-Alder reaction using a sultam auxiliary and cyclization of the unwanted trans-5-iodo-trans-2-methylcyclohexanecarboxylic acid (8) to the intermediate lactone 7 (or 8a to 7a). The new method may circumvent chromatographic separations and seems amenable to scale-up.