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- W2014176085 abstract "A comparative study has been carried out on two different reaction sequences starting either from Feist's acid or ketene diethyl ketal and diethyl fumarate to prepare protected derivatives of (1α,2β,3α)-2,3-dihydroxycyclobutylamine. Difficulties were experienced upon reaction of the tert-butyldimethylsilyl-protected amine 13a with ethyl (Z)-N-(2-amino-l,2-dicyanovinyl)formimidate 6, but the dibenzoyl derivative 13b reacted smoothly to give the amidine 19 in high yield. The amidine is a useful intermediate for the synthesis of cyclobutane-based carbocyclic nucleosides. It can be readily converted by base treatment into the 4-cyanoimidazol-5-amine derivative 4b; a precursor to the dibenzoyl derivative of racemic Cyclobut-A and a new 1-amino-6-iminopurine derivative 25. Treatment of compound 19 with a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) afforded the previously unknown 5-amino-4-(cyanoformimidoyl)imidazole derivative 20. This has been used to synthesize new 1,2-dihydropurine and 1-methyl derivatives of Cyclobut-A in good yields." @default.
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- W2014176085 date "1995-01-01" @default.
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- W2014176085 title "Synthesis of [1α,2β,3α-2,3-bis(benzyloxymethyl)cyclobutyl]imidazol-5-amines: important precursors to cyclobut-A derivatives" @default.
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- W2014176085 doi "https://doi.org/10.1039/p19950000669" @default.
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