Author: Qi Liu; Amita Gupta; Ayse Okesli-Armlovich; Wenjie Qiao; Curt R. Fischer; Mark Smith; Jan E. Carette; Michael C. Bassik; Chaitan Khosla
Title: Enhancing the Antiviral Efficacy of RNA-Dependent RNA Polymerase Inhibition by Combination with Modulators of Pyrimidine Metabolism Document date: 2020_3_25
ID: 1zk64gsg_65
Snippet: To a solution of 5 (20 mg, 0.05 mmol, 1 equiv.) in dry acetone (0.5 mL) was added Ag2O (23 mg, 0.1 mmol, 2 equiv.) and MeI (31 µL, 0.5 mmol, 10 equiv.). The reaction mixture was stirred at room temperature for 24 h, filtered through Celite pad, and concentrated in vacuo to afford a residue oil 17 mg. In a similar manner as the synthesis of 3a from 4a, the crude was treated with 0.5 mL 7N NH3 in methanol, followed by 25 µL HCl in 250 THF to furn.....
Document: To a solution of 5 (20 mg, 0.05 mmol, 1 equiv.) in dry acetone (0.5 mL) was added Ag2O (23 mg, 0.1 mmol, 2 equiv.) and MeI (31 µL, 0.5 mmol, 10 equiv.). The reaction mixture was stirred at room temperature for 24 h, filtered through Celite pad, and concentrated in vacuo to afford a residue oil 17 mg. In a similar manner as the synthesis of 3a from 4a, the crude was treated with 0.5 mL 7N NH3 in methanol, followed by 25 µL HCl in 250 THF to furnish the analog 6 (2.5 mg, 0.01 mmol, 20% for three steps). 4, 153.0, 148.8, 143.7, 127.5, 102.8, 78.1, 74.0, 70.3, 67.6, 59. -1-((3aS,4R,6aR)-6-(fluoromethyl)-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3] dioxol-4-yl)pyrimidine-2,4(1H,3H)dione (S1)
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