Pyridine → HCID 178474822, compound

Participants

Reaction Steps

Following the general procedure for phosphorylation of Description 23, (2-hydroxyacetyloxy)ethyl (2R)-4-{[3-(acetylamino)propyl]sulfonyloxy}-3,3-dimethyl-2-hydroxy-butanoate (45) (40 mg, 0.10 mmol) dissolved in 2 mL of anhydrous dichloromethane (DCM) was reacted with 60 L (78 mg, 0.29 mmol) of diphenyl chlorophosphate [(PhO)2POCl] in the presence of pyridine (15.6 μL, 15.3 mg, 0.19 mmol) and triethylamine (TEA) (13.5 μL, 9.8 mg, 0.10 mmol). The reaction was monitored by TLC. After aqueous work-up, the crude title compound (53a) was obtained and used in the next step without purification. MS (ESI) m/z 646.05 (M+H)+, 668.02 (M+Na)+.

Provenance & Evidence