Abstract
3′-Deoxy-3′,4′-didehydro-cytidine triphosphate (ddhCTP) is a novel antiviral molecule produced by the enzyme viperin as part of the innate immune response. ddhCTP has been shown to act as an obligate chain terminator of flavivirus and SARS-CoV-2 RNA-dependent RNA polymerases; however, further biophysical studies have been precluded by limited access to this promising antiviral. Herein, we report a robust and scalable synthesis of ddhCTP as well as the mono-and diphosphates ddhCMP and ddhCDP, respectively. Identification of a 2′-silyl ether protection strategy enabled selective synthesis and facile purification of the 5′-Triphosphate, culminating in the preparation of ddhCTP on a gram scale.
Original language | English (US) |
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Pages (from-to) | 8843-8850 |
Number of pages | 8 |
Journal | Journal of Organic Chemistry |
Volume | 86 |
Issue number | 13 |
DOIs | |
State | Published - Jul 2 2021 |
ASJC Scopus subject areas
- Organic Chemistry