94597-92-9

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 108-31-6 maleic anhydride 
• 39939-07-6 5-(benzyloxymethyl)cyclopentadiene 
• 100-51-6 benzyl alcohol 
• 542-92-7 cyclopenta-1,3-diene 
• 34822-90-7 cyclopentadienylthallium 

Downstream Products

• 94597-93-0 endo-dimethyl 7-anti-(phenylmethoxy)methylbicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate 
• 1456713-08-8 cis-endo-2,3-bis(hydroxymethyl)-7-anti-(phenylmethoxy)methylbicyclo[2.2.1]-hept-5-ene 
• 1456713-09-9 cis-endo-2,3-bis(hydroxymethyl)-7-anti-(phenylmethoxy)methylbicyclo[2.2.1]-hept-5-ene acetonide 
• 1456713-10-2 C₁₇H₂₀O₂ 
• 1456713-11-3 (7-(phenylmethoxy)methyl-3,3-dimethylhexahydro-1Hcyclopenta[e][1,3]-dioxepine-6,8-diyl)dimethanol 

Relevant academic research and scientific papers

The preparation of several 1,2,3,4,5-functionalized cyclopentane derivatives

With the goal of eventually synthesizing [5]radialene (3), the still missing member of the parent radialene hydrocarbons, we have prepared the pentaacetates 21 and 31, the pentabromide 29 and the hexabromide 32. In principle these should be convertible by elimination reactions to the desired target molecule.

Cis,cis,cis,cis-1,2,3,4,5-Pentakis(hydroxymethyl)cyclopentane

All-cis pentamethanolcyclopentane has been obtained in six steps by Diels-Alder condensation of maleic anhydride with (benzyloxymethyl)cyclopenta-2, 4-diene, reduction of the anhydride to a diol that was protected as the acetonide. Then, ozonolysis of the double bond, followed by reduction led to a cis-diol. Then successive deprotections of the three other methanol groups gave the cis,cis,cis,cis-1,2,3,4,5-pentakis(hydroxymethyl)cyclopentane.