C(OC(NC[C@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]([OH:18])=[O:17])[CH2:12][CH2:11]1)=O)(C)(C)C.C([N:21](CC)CC)C.[C:26](Cl)(=O)[O:27][CH2:28][CH3:29].CNC(=O)[C@H](CC1C=CC=CC=1)NC([C@H:39]1[CH2:44][CH2:43][C@H](CNC(OC(C)(C)C)=O)[CH2:41][CH2:40]1)=O>O1CCCC1.CN(C)C=O>[O:27]([C:28]1[CH:29]=[C:15]([CH:10]=[CH:11][CH:12]=1)[CH2:14][CH:13]([C:16]([OH:18])=[O:17])[NH2:21])[C:26]1[CH:43]=[CH:44][CH:39]=[CH:40][CH:41]=1
On the other hand, trans-4-(t-butoxycarbonylaminomethyl)cyclohexylcarboxylic acid (1.62 g) was dissolved in dry tetrahydrofuran (50 ml) and N,N-dimethylformamide (20 ml), triethylamine (0.96 ml) was added, and a solution of ethyl chlorocarbonate (0.76 g) in dry tetrahydrofuran (2 ml) was added, followed by stirring for 30 minutes. To the solution, the previous hydrochloride (III) and triethylamine (2 ml) was added, and the mixture was stirred under room temperature for 3 hours. Ice-water (200 ml) was added to the reaction mixture, and the precipitated crystalline substance was collected by filtration, thoroughly washed with water, and dried to obtain 2.62 g of N-[trans-4-(t-butoxycarbonylaminomethyl)cyclohexylcarbonyl]-3-phenoxy-DL-phenylalanine 4-acetylanilide (IV). The NMR data did not contradict this result.
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