HCID 117642440, compound → HCID 89625037, compound

Participants

Reaction Steps

A solution of ethyl 3-(benzyloxy)-4-(((bis(benzyloxy)phosphoryl)oxy)methoxy)-5-(dimethylcarbamoyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (42) (2.17 g, 2.99 mmol) in MeOH (20 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 40° C. under H2 (full H2 mode). The output was concentrated in vacuo, the residue was taken up in water (50 mL) and washed with EtOAc (50 mL), the organic layer was washed with water (2×50 mL) and the combined aqueous layers were freeze-dried to afford ethyl 5-(dimethylcarbamoyl)-3-hydroxy-1-(4-methoxyphenyl)-4-((phosphonooxy)methoxy)-1H-pyrrole-2-carboxylate (UL1-109) (720 mg, 52%) as a white solid: m/z 459 (M+H)+ (ES+). 1H NMR (400 MHz, DMSO-d6) δ: 7.14-7.05 (m, 2H), 6.93-6.85 (m, 2H), 5.35-5.23 (br m, 2H), 3.99 (q, J=7.2 Hz, 2H), 3.77 (s, 3H), 2.73 (s, 3H), 2.70 (s, 3H), 1.02 (t, J=7.2 Hz, 3H).

Provenance & Evidence