Preparation of 2'-Deoxy-2'-spirocyclopropylcytidine via an Alternative Cyclopropanation Reaction.

Sebastien LemaireCoura DièneAndrei GavryushinXavier Mollat Du JourdinLéa PaoliniXavier JusseauPaul KnochelVittorio Farina

Published in: The Journal of organic chemistry (2019)

Herein we report the preparation of 2'-deoxy-2'-spirocyclopropylcytidine via an alternative cyclopropanation reaction starting from γ-silyl tertiary alcohols. Activation of the hydroxyl function with thionyl chloride in the presence of 4-DMAP allows the ring-closing step under mild conditions. Participation of the uracil moiety in the cyclization step is proposed.

Keyphrases

molecularly imprinted
physical activity
electron transfer
high resolution
tandem mass spectrometry