2'-C-Methylcytidine → HCID 66973563, compound

Participants

Reaction Conditions

Reaction Steps

Following the procedure described for Example 1, step 3, 2′-C-methylcytidine in THF (0.097 M) was cooled to −78° C., then tert-butylmagnesium chloride (as 1.0 M solution in THF, 2.2 eq.) was added followed by the addition of (9Z)-octadec-9-en-1-yl N-[chloro(4-chlorophenoxy)phosphoryl]-L-alaninate. The crude mixture was purified by column chromatography on silica gel (DCM:MeOH gradient from 90:10 to 80:20), the resulting solid was redissolved in DMSO and purified by RP-HPLC to afford the title compound as white powders. A 1:1.4* mixture of diastereoisomers at phosphorus was observed by 1H NMR.

Provenance & Evidence