88685-73-8

Upstream product

• 88685-72-7 8-exo-Acetoxy-2-noradamantanone 
• 683789-29-9 4-Brendanol 
• 88703-07-5 8-exo-Acetoxy-2-exo-noradamatanol 
• 88685-70-5 4,5-exo-Epoxybrendane 
• 1521-78-4 (+/-)-4-brendanone 
• 88685-69-2 4-Brendene 

Downstream Products

• 88685-74-9 C₁₆H₂₀N₂O₃S 
• 116026-34-7 N-[3-Methylene-hexahydro-2,5-methano-pentalen-(1E)-ylidene]-N'-p-tolyl-hydrazine 

Relevant academic research and scientific papers

Synthesis and Chemistry of 2,8-Disubstituted Noradamantanes

4,5-exo-Epoxybrendane (3) rearranged readily with sulfuric acid in acetone, and with boron trifluoride etherate in acetic acid, yielding, upon a hydrolytic workup, 86percent of 2-exo-8-exo-noradamantanediol and 93percent of 8-exo-acetoxy-2-exo-noradamantanol, respectively.Starting epoxide 3 was prepared in 60percent overall yield from readily available 4-brendanone.Consequently, the acid solvolysis of 3 provides a convenient, general entry to the noradamantane system functionalized at carbons 2 and 8.