jo8b02194_si_001.pdf (1 MB)
Synthesis of 2′-Methyl-6-methoxyguanosine from the Parent Ribonucleoside Guanosine
journal contribution
posted on 2018-09-25, 00:00 authored by Changxia Yuan, Ke Chen, Martin EastgateA short
and efficient synthesis of the nucleoside fragment contained
in the NS5B nucleoside inhibitor BMS-986094 was achieved in 23% overall
yield on a gram scale. The synthesis uses the widely available starting
material guanosine via a short sequence ending in a Mukaiyama hydration
reaction to establish the key tertiary alcohol moiety and set the
C-2′ methyl stereogenic center. This work resulted in a robust
and scalable approach to this complex nucleoside.