Hydrochloric Acid → HCID 69646474, compound

HRID 1684760Notes

Reaction equation

HRID 1684760 reaction equation
C(OC([NH:8][C@H:9]([C@@H:41]([OH:54])[CH2:42][C@H:43]([C:47](=[O:53])[NH:48][CH2:49][CH2:50][CH2:51][CH3:52])[CH:44]([CH3:46])[CH3:45])[CH2:10][C@@H:11]([CH:38]([CH3:40])[CH3:39])[CH2:12][NH:13][C:14](=[O:37])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23](=[O:29])[NH:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:17][C:16]=1[O:30][CH2:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36])=O)(C)(C)C.[ClH:55]>O1CCOCC1>[ClH:55].[NH2:8][C@H:9]([C@@H:41]([OH:54])[CH2:42][C@H:43]([C:47](=[O:53])[NH:48][CH2:49][CH2:50][CH2:51][CH3:52])[CH:44]([CH3:45])[CH3:46])[CH2:10][C@@H:11]([CH:38]([CH3:40])[CH3:39])[CH2:12][NH:13][C:14](=[O:37])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23](=[O:29])[NH:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:17][C:16]=1[O:30][CH2:31][CH2:32][CH2:33][CH2:34][O:35][CH3:36]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57281503HCID 57281503, compound

Product 1

HCID 69646474HCID 69646474, 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]-4-butylcarbamoylmethoxy-2-(4-methoxybutoxy)-benzamide (80 mg) in 4N hydrochloric acid solution in dioxane at 0° C. for one hour, 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)-4-butylcarbamoylmethoxy-2-(4-methoxybutoxy)-benzamide hydrochloride: Rf (W)=0.23. HPLC Rt =13.8 min. MS(FAB) m/e 665 (M+ +1).

Workup

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

Sources & evidence

ORD record
ord-2d7b6e48bfda4aa8bc201f4fc831ceb0
Source dataset
uspto-grants-1997_06
Patent number
US05641778

Reaction notes

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