C(OC([N:8]1[CH2:13][CH2:12][S:11][CH2:10][CH:9]1[C:14]([N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:15])=O)(C)(C)C.O1CCOCC1.[ClH:27]>CO>[ClH:27].[N:16]1([C:14]([CH:9]2[CH2:10][S:11][CH2:12][CH2:13][NH:8]2)=[O:15])[CH2:17][CH2:18][CH2:19][CH2:20]14-(t-butoxycarbonyl)-3-(pyrrolidine-1-carbonyl)thiomorpholine (3.2 g) was dissolved in 50 ml of methanol. A 4N 1,4-dioxane solution of hydrogen chloride (13.1 ml) was added, and the solution was condensed to yield white crystals. These crystals was recrystallized from ethanol and diethyl ether to give 2.47 g (96%) of 3-(pyrrolidine-1-carbonyl)thiomorpholine monohydrochloride.
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