Synthesis of 2′-Methyl-6-methoxyguanosine
from
the Parent Ribonucleoside Guanosine
Version 2 2018-10-11, 15:34
Version 1 2018-10-11, 12:11
Posted on 2018-10-11 - 15:34
A 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.
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Yuan, Changxia; Chen, Ke; Eastgate, Martin (2018). Synthesis of 2′-Methyl-6-methoxyguanosine
from
the Parent Ribonucleoside Guanosine. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.8b02194
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