Aspirin → HCID 86676096, compound

HRID 1471357Notes

Reaction equation

HRID 1471357 reaction equation
[CH3:1][C:2]([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[C:11]([OH:13])=O)=[O:3].CC(OC1C=CC=CC=1C(O)=O)=O.[O:27]=[CH:28][C@@H:29]([C@H:31]([C@@H:33]([C@@H:35]([CH2:37][OH:38])[OH:36])[OH:34])[OH:32])[OH:30]>O>[C:2]([O:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:10]=1[C:11]([C@@:31]([C@@H:33]([C@@H:35]([CH2:37][OH:38])[OH:36])[OH:34])([OH:32])[C@@H:29]([OH:30])[CH:28]=[O:27])=[O:13])(=[O:3])[CH3:1]

Participants

4

Reactant 2

HCID 2244Aspirin2×HCID 86676097HCID 86676097, compound

Product 1

HCID 86676096HCID 86676096, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Elemental analysis: C15H18O9, Calculated: C, 52.63; H, 5.30 Found: C, 52.51; H, 5.42. Mass: M+1, m/z 343.0999 (M+H calculated formula: C15H19O9. Solubility of glucose-3-aspirin in water: 2.32 g/100 mL, Aspirin solubility: 0.33 g/100 mL (1 g in 300 mL water at 25° C.) (Merck Index, pp. 134, vol. 11, 1989). Thus, the aspirin-glucose conjugate was 700 times more soluble than aspirin.

Sources & evidence

ORD record
ord-ed33dafe924d454b89b0a5ad41f654cd
Source dataset
uspto-grants-2015_04
Patent number
US09012411B2

Reaction notes

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