Hydrochloric Acid → HCID 70173014, compound
Reaction equation
[ClH:1].C(OC([NH:9][CH2:10][C:11]([NH:13][C@H:14]1[CH2:18][N:17](C(OC(C)(C)C)=O)[C@H:16]([C:26]([N:28]2[CH2:33][CH2:32][N:31]([C:34]3[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=3)[CH2:30][CH2:29]2)=[O:27])[CH2:15]1)=[O:12])=O)(C)(C)C>O1CCOCC1>[ClH:40].[ClH:1].[NH2:9][CH2:10][C:11]([NH:13][C@H:14]1[CH2:18][NH:17][C@H:16]([C:26]([N:28]2[CH2:33][CH2:32][N:31]([C:34]3[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=3)[CH2:30][CH2:29]2)=[O:27])[CH2:15]1)=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 4 N hydrochloric acid in 1,4-dioxane (8 mL) was added to a solution of 1-[trans-4-(N-tert-butoxycarbonylglycylamino)-N-tert-butoxycarbonyl-L-prolyl]-4-(3-chlorophenyl)piperazine (A, 260 mg) in 1,4-dioxane (8 mL) at room temperature. After stirring at room temperature for 20 min, the reaction mixture was evaporated in vacuo. The residue was washed with ether to give the titled compound (130 mg) as a white powder: 1H NMR (400 MHz, D2O) δ 2.32 (m, 1H), 2.49 (m, 1H), 3.24-3.36 (m, 5H), 3.62-3.74 (m, 5H), 3.71 (s, 2H), 4.45 (t, J=5.86 Hz, 1H), 4.92 (t, J=8.0 Hz, 1H), 7.03 (dd, J=2.0, 8.0 Hz, 1H), 7.05 (dd, J=2.0, 8.0 Hz, 7.15 (t, J=2.0 Hz, 1H), and 7.27 (t, J=8.0 Hz, 1H); mass spectrum (EI+) m/e 365 (M); IR (KBr) 3381, 3184, 3059, 2952, 1685, 1655, 1593, 1564, 1485, 1452, 1387, 1234, 935, 777, and 685 cm−1; Anal. Calcd for C17H24ClN5O2.2 HCl.1.5 H2O: C, 43.84; H, 6.28; N, 15.03; Cl, 22.83. Found: C, 43.65; H, 6.25; N, 14.59; Cl, 22.86.