Hydrochloric Acid → HCID 69646569, compound

HRID 1684752Notes

Reaction equation

[ClH:1].C(OC([NH:9][C@H:10]([C@@H:32]([OH:45])[CH2:33][C@H:34]([C:38](=[O:44])[NH:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH:35]([CH3:37])[CH3:36])[CH2:11][C@@H:12]([CH:29]([CH3:31])[CH3:30])[CH2:13][NH:14][C:15](=[O:28])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH2:23][CH2:24][CH2:25][O:26][CH3:27])=O)(C)(C)C>O1CCOCC1>[ClH:1].[NH2:9][C@H:10]([C@@H:32]([OH:45])[CH2:33][C@H:34]([C:38](=[O:44])[NH:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH:35]([CH3:37])[CH3:36])[CH2:11][C@@H:12]([CH:29]([CH3:31])[CH3:30])[CH2:13][NH:14][C:15](=[O:28])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH2:23][CH2:24][CH2:25][O:26][CH3:27]

Participants

Conditions

Temperature: 0 °C

Procedure

A 4N hydrochloric acid solution in dioxane (2 ml) is added at 0° C. to (2S,4S,5S,7S)-N-[4-(tert-butoxycarbonyl)amino-7-butylcarbamoyl-5-hydroxy-2-isopropyl-8-methyl-nonyl]-2-(3-methoxypropoxy)-benzamide (50 mg). The reaction mixture is stirred at 0° C. for 2 hours (TLC monitoring) and then the solvent is immediately concentrated under a high vacuum with vigorous stirring until frozen and is subsequently removed by lyophilisation. After drying under a high vacuum, (2S,4S,5S,7S)-N-(4-amino-7-butylcarbamoyl-5-hydroxy-2-isopropyl-8-methyl-nonyl)-2-(3-methoxypropoxy)-benzamide hydrochloride is obtained in the form of a foamy solid: Rf (W)=0.31. HPLC Rt =12.8 min. MS(FAB) m/e 522 (M+ +1).

Workup

concentrationthe solvent is immediately concentrated under a high vacuum
stirringwith vigorous stirring
temperatureuntil frozen
customis subsequently removed by lyophilisation
customAfter drying under a high vacuum

Sources & evidence

ORD record: ord-5b575b4c717a4dbdb3e65a5ef522b1c5
Source dataset: uspto-grants-1997_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05641778

Reaction notes

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