Hydrochloric Acid → HCID 178444649, compound

HRID 1588838Notes

Reaction equation

HRID 1588838 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 4N 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-1f33be7ffb4b430fb5b9e13b9c74a75a
Source dataset
uspto-grants-1993_06
Patent number
US05223489

Reaction notes

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