Hydrochloric Acid → HCID 69646475, compound

HRID 1684763Notes

Reaction equation

HRID 1684763 reaction equation
C(OC([NH:8][C@H:9]([C@@H:31]([OH:46])[CH2:32][C@H:33]([C:35](=[O:45])[NH:36][CH2:37][CH2:38][N:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1)[CH3:34])[CH2:10][C@@H:11]([CH:28](C)C)[CH2:12][NH:13][C:14](=[O:27])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH2:22][CH2:23][CH2:24][O:25][CH3:26])=O)(C)(C)C.[ClH:47]>O1CCOCC1>[ClH:47].[ClH:47].[NH2:8][C@H:9]([C@@H:31]([OH:46])[CH2:32][C@H:33]([C:35](=[O:45])[NH:36][CH2:37][CH2:38][N:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1)[CH3:34])[CH2:10][C@H:11]([CH3:28])[CH2:12][NH:13][C:14](=[O:27])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH2:22][CH2:23][CH2:24][O:25][CH3:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57110446HCID 57110446, compound

Product 1

HCID 69646475HCID 69646475, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (2S,4S,5S,7R)-N-{4-(tert-butoxycarbonyl)amino-5-hydroxy-2-isopropyl-7-[(2-morpholin-4-ylethyl)-carbamoyl]-octyl}-2-(3-methoxypropoxy)-benzamide (105 mg) in 4N hydrochloric acid solution in dioxane (4 ml) is stirred at 0° C. for one hour. The reaction mixture is then lyophilised. (2S,4S,5S,7R)-N-[4-Amino-5-hydroxy-2-methyl-7-[(2-morpholin-4-ylethyl)-carbamoyl]-octyl}-2-(3-methoxypropoxy)-benzamide dihydrochloride is obtained in the form of a beige powder: Rf (dichloromethane-methanol 8:2)=0.28. HPLC Rt =7.73 min. MS(FAB) m/e 551 (M+ +1).

Sources & evidence

ORD record
ord-a6dd01e195ca4f35aa5bb89622fcdef6
Source dataset
uspto-grants-1997_06
Patent number
US05641778

Reaction notes

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