Hydrochloric Acid → HCID 178449511, compound

HRID 1684762Notes

Reaction equation

HRID 1684762 reaction equation
C(OC([NH:8][C@H:9]([C@@H:39]([OH:52])[CH2:40][C@H:41]([C:45](=[O:51])[NH:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH:42]([CH3:44])[CH3:43])[CH2:10][C@@H:11]([CH:36]([CH3:38])[CH3:37])[CH2:12][NH:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[NH:27][N:26]=[N:25][N:24]=2)=[CH:17][C:16]=1[O:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][CH3:34])=O)(C)(C)C.[ClH:53]>O1CCOCC1>[ClH:53].[NH2:8][C@H:9]([C@@H:39]([OH:52])[CH2:40][C@H:41]([C:45](=[O:51])[NH:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH:42]([CH3:43])[CH3:44])[CH2:10][C@@H:11]([CH:36]([CH3:38])[CH3:37])[CH2:12][NH:13][C:14](=[O:35])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]2[NH:24][N:25]=[N:26][N:27]=2)=[CH:17][C:16]=1[O:28][CH2:29][CH2:30][CH2:31][CH2:32][O:33][CH3:34]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178449510HCID 178449510, compound

Product 1

HCID 178449511HCID 178449511, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In a manner analogous to that described in Example 21), reaction of (2S,4S,5S,7S)-N-[4-(tert-butoxycarbonyl)amino-7-butylcarbamoyl-5-hydroxy-2-isopropyl-8-methyl-nonyl]-2-(4-methoxybutoxy)-4-(1H-tetrazol-5-ylmethoxy)-benzamide (88 mg) in a 4N hydrochloric acid solution in dioxane at 0° C. for 6 hours, rapid concentration of the solvent under a high vacuum and lyophilisation yield (2S,4S,5S,7S)-N-(4-amino-7-butylcarbamoyl-5-hydroxy-2-isopropyl-8-methyl-nonyl)-2-(4-methoxybutoxy)-4-(1 H-tetrazol-5-ylmethoxy)-benzamide hydrochloride: Rf (W)=0.06. HPLC Rt =11.5 min. MS(FAB) m/e 634 (M+ +1).

Workup

  1. concentrationrapid concentration of the solvent under a high vacuum and lyophilisation

Sources & evidence

ORD record
ord-e7548c17fdfa42d582f9db37df07b061
Source dataset
uspto-grants-1997_06
Patent number
US05641778

Reaction notes

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