Hydrochloric Acid → HCID 22862894, compound

HRID 742164Notes

Reaction equation

HRID 742164 reaction equation
C(OC([NH:8][N:9]([C:19]([NH:21][C@H:22]([C:26]([NH:28][C@@H:29]([CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[CH2:30][C@H:31]([OH:50])[C@@H:32]([NH:40][C:41]([O:43][CH2:44][C:45]1[S:49][CH:48]=[N:47][CH:46]=1)=[O:42])[CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:27])[CH:23]([CH3:25])[CH3:24])=[O:20])[CH2:10][C:11]1[N:12]=[C:13]([CH:16]([CH3:18])[CH3:17])[S:14][CH:15]=1)=O)(C)(C)C.[ClH:58].C(OCC)C>O1CCOCC1.CO>[ClH:58].[NH2:8][N:9]([C:19]([NH:21][C@H:22]([C:26]([NH:28][C@@H:29]([CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[CH2:30][C@H:31]([OH:50])[C@@H:32]([NH:40][C:41]([O:43][CH2:44][C:45]1[S:49][CH:48]=[N:47][CH:46]=1)=[O:42])[CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)=[O:27])[CH:23]([CH3:24])[CH3:25])=[O:20])[CH2:10][C:11]1[N:12]=[C:13]([CH:16]([CH3:17])[CH3:18])[S:14][CH:15]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 4829652,3,5,8,13-Pentaazatetradecanedioic acid, 11-hydroxy-6-(1-methylethyl)-3-((2-(1-methylethyl)-4-thiazolyl)methyl)-4,7-dioxo-9,12-bis(phenylmethyl)-, 1-(1,1-dimethylethyl) 14-(5-thiazolylmethyl) ester, (6S-(6R*,9R*,11R*,12R*))-

Product 1

HCID 22862894HCID 22862894, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To 60 mg (0.073 mmol) of (2S,3S,5S)-5-(N-(N-((N-(tert-butyloxycarbonyl-amino)-N-((2-isopropyl-4-thiazolyl)methyl)amino)carbonyl)valinyl)amino)-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane was added 5 ml of 4M HCl in dioxane. The resulting solution was stirred at ambient temperature for 2 h. After concentration of the solution in vacuo, the residue was taken up in 0.5 ml of methanol, added to 20 ml of diethyl ether, and filtered to provide 40 mg (77%) of the desired compound (Rf 0.60, 10% methanol in chloroform). Mass spectrum: (M+H)+ =722.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-d4fa6bcd371c467999872b93854904c7
Source dataset
uspto-grants-1996_09
Patent number
US05552558

Reaction notes

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