Potassium ethanedioate--water (2/1/1) → 61825-94-3

HRID 1822126Notes

Reaction equation

HRID 1822126 reaction equation
O.[C:2]([O-:7])(=[O:6])[C:3]([O-:5])=[O:4].[K+].[K+].[CH2:10]1[CH2:15][C@H:14]2[NH2:16][Pt:17]3(OC(=O)C(=O)O3)[NH2:18][C@@H:13]2[CH2:12][CH2:11]1>O>[CH2:10]1[CH2:15][C@@H:14]([NH-:16])[C@H:13]([NH-:18])[CH2:12][CH2:11]1.[C:3]([OH:5])([C:2]([OH:7])=[O:6])=[O:4].[Pt+2:17]

Participants

4

Reactant 2

HCID 2724193Potassium ethanedioate--water (2/1/1)HCID 988705461825-94-3

Product 1

HCID 988705361825-94-3

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Cis-dichloro compound was consumed in 4-5 h and the cis-diacetato compound was formed in 85-95% (by HPLC). The reaction mixture was filtered through celite 2-3 times to get a clear filtrate. Water was recovered at 50° C. under reduced pressure to give cis-diacetato-trans-l-diaminocyclohexane platinum(II) as a white solid (21 g, 83%). The above solid (21 g, 0.049 mol) was again dissolved in water 2.1 liters and heated with dipotassium oxalate monohydrate, 8.11 g (0.044 mol) at 60-70° C. for 5-6 h. Workup of the reaction as in example-5 produced 17.5 g of oxaliplatin (67%).

Sources & evidence

ORD record
ord-099f91b9d6af4f95ab46cd5758d7920b
Source dataset
uspto-grants-2009_10
Patent number
US07608730B2

Reaction notes

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