Hydrochloric Acid → HCID 86758173, compound

Participants

Reaction Conditions

Reaction Steps

To a reactor is charged methanol and 12N HCl (5 mol). The temperature is set at 30° C. and (3aS,4R,7R,8S,9S,10R,11R,13R,15R,15aR)-8-[[4-O-Acetyl-2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl]oxy]-4-ethyldecahydro-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[[(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]amino]-10-[[2-O-acetyl-3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-2H-Oxacyclotetradecino[4,3-d]oxazole-2,6,14(1H,7H)-trione (17) (1 mol) is added. The reaction is stirred to dissolve the solids, then it is heated to 45° C. until complete. Once the reaction is complete, the methanol is removed in vacuo, and the internal temperature is set at 20° C. The reaction is extracted between sodium carbonate (6 mol) in water and EtOAc. The aqueous layer is separated, and the organic layer is concentrated to low volume. The product (19) is then isolated.

Provenance & Evidence