Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

To a solution of (2R,6S,13aS,14aR,16aS,Z)-ethyl 6-(tert-butoxycarbonylamino)-5,16-dioxo-2-(phenanthridin-6-yloxy)-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo [1,2-a][1,4]diazacyclopentadecine-14a-carboxylate (Example 18a, 6.25 g, 9.32 mmol) dissolved in Ethyl acetate (50 ml) was added 4 N hydrogen chloride in dioxane (44.3 ml, 177 mmol) and the reaction mixture was stirred at rt for 6 h. The solvent was evaporated under reduced pressure to give a white solid which was rinsed with ethyl acetate. The filtered solid was dried to give (2R,6S,13aS,14aR,16aS,Z)-ethyl 6-amino-5,16-dioxo-2-(phenanthridin-6-yloxy)-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo [1,2-a][1,4]diazacyclopentadecine-14a-carboxylate, Hydrochloric Acid (5.52 g, 98% yield)

Provenance & Evidence