79236-21-8

Basic information

• Product Name: 7-ethoxy-2-methoxycarbonyl-1,3-dimethylbicyclo<2.2.1>hept-2-ene
• CAS NO: 79236-21-8
• Molecular Weight: 224.3
• Mol File: 79236-21-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-ethoxy-2-methoxycarbonyl-1,3-dimethylbicyclo<2.2.1>hept-2-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 7-ethoxy-2-methoxycarbonyl-1,3-dimethylbicyclo<2.2.1>hept-2-ene(79236-21-8)
• EPA Substance Registry System: 7-ethoxy-2-methoxycarbonyl-1,3-dimethylbicyclo<2.2.1>hept-2-ene(79236-21-8)

Safety Data

• Hazardous Substances Data: 79236-21-8(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 37850-36-5 1-ethoxy-4-ethoxycarbonyl-5-methylspiro<2.5>oct-5-ene 

Relevant articles and documents

Synthetic Studies on Terpene Compounds. Part 13. Total Synthesis of Fraxinellone

The total synthesis of fraxinellone (1), the simplest example of degraded limonoid, via the 6-formyl-2,6-dimethylcyclohex-2-enecarboxylates (2) is described.In the initial approach the C-6 methylation of ethyl 6-formyl-2-methylcyclohex-2-enecarboxylate (7) was carried out by cyclopropanation and ring cleavage which unexpectedly gave the bicycloheptane compound (20), with a poor yield of the desired product.Subsequently, the key intermediate (2) was synthesized effectively by the Diels-Alder reaction between ethyl 3-methylpenta-2,4-dienoate and methacrolein.The reaction of the aldehyde ester (2) with furyl-lithium followed by double-bond isomerization with base afforded (+/-)-fraxinellone, together with the corresponding diastereoisomer.