Hydrochloric Acid → HCID 22862894, compound

HRID 52734Notes

Reaction equation

HRID 52734 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-5ebf24cd042a459b8eade2d54f62bf52
Source dataset
uspto-grants-1997_04
Patent number
US05616720

Reaction notes

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