Hydrochloric Acid → HCID 178444649, compound

HRID 847578Notes

Reaction equation

HRID 847578 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]([CH2:9][CH2:10][N:11]([C:13]([O:15][C@@H:16]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:17]([N:19]([CH3:45])[C@H:20]([C:27]([NH:29][C@H:30]([C@@H:38]([OH:44])[CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])[CH2:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)=[O:28])[CH2:21][C:22]2[N:26]=[CH:25][NH:24][CH:23]=2)=[O:18])=[O:14])[CH3:12])=[O:8])[CH2:3][CH2:2]1.[ClH:53]>C(O)C.O1CCOCC1>[ClH:53].[O:1]1[CH2:2][CH2:3][N:4]([C:7]([CH2:9][CH2:10][N:11]([C:13]([O:15][C@@H:16]([CH2:46][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:17]([N:19]([CH3:45])[C@H:20]([C:27]([NH:29][C@H:30]([C@@H:38]([OH:44])[CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])[CH2:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)=[O:28])[CH2:21][C:22]2[N:26]=[CH:25][NH:24][CH:23]=2)=[O:18])=[O:14])[CH3:12])=[O:8])[CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178444648HCID 178444648, compound

Product 1

HCID 178444649HCID 178444649, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2(S)-[Nα -[2(S)-{N-(2-morpholinocarbonylethyl)-N-methylaminocarbonyloxy}-3-phenylpropionyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane (4.55 g) in ethanol (50 ml) which was cooled to 0° C., was added 4 N hydrogen chloride in dioxane solution (1.9 ml). After the mixture was stirred at the same temperature for 10 minutes, the solvent was evaporated under reduced pressure. The residue was crystallized from ethanol (5 ml) and ethyl acetate (150 ml) to give 2(S)-[Nα -[2(S)-{N-(2-morpholinocarbonylethyl)-N-methylaminocarbonyloxy}-3-phenylpropionyl]-Nα -methyl-L-histidyl]amino-1-cyclohexyl-3(S)-hydroxy-6-methylheptane monohydrochloride (3.93 g).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was crystallized from ethanol (5 ml) and ethyl acetate (150 ml)

Sources & evidence

ORD record
ord-789b35edafba47a38ec536a8f6ced5d6
Source dataset
uspto-grants-1992_08
Patent number
US05142048

Reaction notes

Loading…