Hydrochloric Acid → HCID 118101229, compound

Participants

Reaction Steps

To 21D (88 mg, 0.229 mmol) in EtOAc (2 mL) was added 4.0 M HCl in dioxane (1.5 mL, 6.00 mmol). The mixture was stirred rt for 1 h, concentrated. The residue was dissolved in DMF (10 ml). N-(benzyloxycarbonyloxy) succinimide (62.8 mg, 0.252 mmol) was added, followed by N,N-diisopropylethylamine (0.120 mL, 0.687 mmol). The mixture was stirred rt for 16 h, then was quenched with water, extracted with EtOAc (3×30 ml). The organic layer was washed with brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0-60% EtOAc in hexane) to give 21E (99 mg, 103% yield). MS (ESI) m/z: 419.3 (M+H)+.

Provenance & Evidence