[ClH:1].O1CCOCC1.C([NH:15][CH2:16][C:17](=[O:31])[CH2:18][CH2:19][C:20]([O:22][CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[O:21])(OC(C)(C)C)=O>>[ClH:1].[NH2:15][CH2:16][C:17](=[O:31])[CH2:18][CH2:19][C:20]([O:22][CH2:23][C:24]([OH:26])=[O:25])=[O:21]A 4 M solution of hydrogen chloride in dioxane (35 mL; 0.14 mol) was added to the product of 1a (3.3 g; 9.5 mmol) and stirred until the oil dissolved with evolution of gas. After standing one hour, the solvent was evaporated and the residue was triturated with diethyl ether (4×20 mL); the oil solidified to a tan powder. The residue was filtered and dried overnight in a drying pistol at 50° C. and 13 mm Hg. 2.05 g (96%) product was obtained (tan powder).
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