Water → HCID 178479457, compound

HRID 1883490Notes

Reaction equation

HRID 1883490 reaction equation
[ClH:1].C([O:4][C:5](=[O:44])[C@@H:6]([NH:14][C:15](=[O:43])[C@@H:16]([NH:23][C:24](=[O:42])[CH:25]([CH:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33](=[NH:35])[NH2:34])=[CH:29][CH:28]=1)[CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH2:13])=[NH:12])C.O>Cl>[ClH:1].[C:33]([C:30]1[CH:29]=[CH:28][C:27]([CH2:26][CH:25]([CH:36]2[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]2)[C:24]([NH:23][C@@H:16]([CH:17]2[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]2)[C:15]([NH:14][C@@H:6]([CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH2:13])=[NH:12])[C:5]([OH:44])=[O:4])=[O:43])=[O:42])=[CH:32][CH:31]=1)(=[NH:34])[NH2:35]

Participants

4

Reactant 2

HCID 962WaterHCID 178472557HCID 178472557, compound

Product 1

HCID 178479457HCID 178479457, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-(S)-{2(S)-[3-(4-Carbamimidoyl-phenyl)-2-cyclohexyl-propionylamino]-2-cyclohexyl-acetylamino}-5-guanidino-pentanoic acid ethyl ester hydrochloric acid salt (6 mg, 8.07 μmol, less polar diastereomer, example 5) was solved in 4 N hydrochloric acid (1 ml) and stirred for 4 hours at room temperature. Water was added and the reaction mixture lyophilized to give 5 mg (quantitative yield) of the desired product. MS m/z: 570.5 ((M+H)+, 1%), 285.9 ((M+2H)2+, 100%).

Sources & evidence

ORD record
ord-8eccd2b60fb34cc3995db00541f642c5
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

Loading…