Ethyl Acetate → 1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl-]4-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Participants

Reaction Steps

Preferential protection with DMT at the α-hydroxymethyl position is performed following a published literature procedure (Nomura, M., et. al., J. Med. Chem. 1999, 42, 2901-2908). Generally, a solution of Compound 11 (1 eq.) in anhydrous pyridine is treated with DMTCl (1.3 eq.), then stirred at room temperature for several hours. Subsequently, the mixture is poured into ethyl acetate, washed with water, dried over anhydrous Na2SO4, filtered, and evaporated. Purification by silica gel chromatography will yield Compound 12.

Provenance & Evidence