Hydrochloric Acid → HCID 22862894, compound

HRID 1080978Notes

Reaction equation

HRID 1080978 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 4 M 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-a8684053f2b44a52937a6a519a5b8677
Source dataset
uspto-grants-1996_12
Patent number
US05583233

Reaction notes

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