Ouabain octahydrate → Ouabain

HRID 2374102Notes

Reaction equation

HRID 2374102 reaction equation
[CH3:1][C@@H:2]1[O:7][C@@H:6]([O:8][C@@H:9]2[CH2:18][C@:17]3([OH:19])[C@@:12]([CH2:36][OH:37])([C@H:13]4[C@H:26]([OH:27])[CH2:25][C@@:24]5([CH3:28])[C@:20]([OH:35])([CH2:21][CH2:22][C@@H:23]5[C:29]5[CH2:34][O:33][C:31](=[O:32])[CH:30]=5)[C@@H:14]4[CH2:15][CH2:16]3)[C@H:11]([OH:38])[CH2:10]2)[C@H:5]([OH:39])[C@H:4]([OH:40])[C@H:3]1[OH:41].O.O.O.O.O.O.O.O.I([O-])(=O)(=O)=O.[Na+]>O>[CH3:1][C@@H:2]1[O:7][C@@H:6]([O:8][C@@H:9]2[CH2:18][C@:17]3([OH:19])[C@@:12]([CH2:36][OH:37])([C@H:13]4[C@H:26]([OH:27])[CH2:25][C@@:24]5([CH3:28])[C@:20]([OH:35])([CH2:21][CH2:22][C@@H:23]5[C:29]5[CH2:34][O:33][C:31](=[O:32])[CH:30]=5)[C@@H:14]4[CH2:15][CH2:16]3)[C@H:11]([OH:38])[CH2:10]2)[C@H:5]([OH:39])[C@H:4]([OH:40])[C@H:3]1[OH:41]

Participants

4

Reactant 2

HCID 6364534Ouabain octahydrateHCID 23667635Sodium periodate

Product 1

HCID 439501Ouabain

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

60.4 mg of ouabain octahydrate (Aldrich Cat #14,193-3) in 6 mL of deionized (di) H2O (wrapped in foil) was mixed with 87 mg of sodium metaperiodate (Mallinckrodt Cat #1139) and the mixture was incubated at room temperature for 2 hours, rotating. The reaction was terminated by passing the reaction mixture through Dowex 1×8-50 ion exchange resin (Aldrich Cat #21,740-9) with diH2O. 200 μL 1M sodium phosphate pH 7.2 was added to adjust the pH of the solution to 7.0.

Workup

  1. customThe reaction was terminated
  2. addition200 μL 1M sodium phosphate pH 7.2 was added

Sources & evidence

ORD record
ord-6d7a396b95cf401eb40df0342a1a901f
Source dataset
uspto-grants-2008_12
Patent number
US07462322B2

Reaction notes

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