L-Lysine → HCID 70675453, compound

HRID 1618915Notes

Reaction equation

HRID 1618915 reaction equation
[CH3:1][O:2][C:3]1[C:8]([OH:9])=[CH:7][CH:6]=[C:5](/[CH:10]=[CH:11]/[C:12]([CH2:14][C:15](/[CH:17]=[CH:18]/[C:19]2[CH:27]=[C:24]([O:25][CH3:26])[C:22]([OH:23])=[CH:21][CH:20]=2)=[O:16])=[O:13])[CH:4]=1.[NH2:28][C@H:29]([C:35]([OH:37])=[O:36])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34]>CO.O>[NH2:28][C@H:29]([C:35]([OH:37])=[O:36])[CH2:30][CH2:31][CH2:32][CH2:33][NH2:34].[CH3:26][O:25][C:24]1[C:22]([OH:23])=[CH:21][CH:20]=[C:19](/[CH:18]=[CH:17]/[C:15]([CH2:14][C:12](/[CH:11]=[CH:10]/[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:8]([OH:9])=[CH:7][CH:6]=2)=[O:13])=[O:16])[CH:27]=1

Participants

5

Reactant 2

HCID 5962L-LysineHCID 969516Curcumin

Product 1

HCID 70675453HCID 70675453, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent3×HCID 962WaterSolvent3×

Procedure

For one part, 500 mg of curcumin were dissolved under heat, (0.00136M) in 50 ml of methanol (Solution 1). For the other part, 198.4 mg of lysine base (0.00136M) were dissolved in 5 ml of water (solution 2). While stirring, solution 2 was added into solution 1 and the mixture was shaken for 5 minutes and then evaporated under vacuum. The non-dissolved residue was taken back with 50 ml of ethanol and was brought to boiling point. The non-dissolved residue was then filtered out. The ethanol based solution was placed at −20° C. for one hour. The precipitate of curcumin lysinate was then collected by filtration.

Workup

  1. temperatureunder heat
  2. stirringthe mixture was shaken for 5 minutes
  3. customevaporated under vacuum
  4. filtrationThe non-dissolved residue was then filtered out
  5. filtrationThe precipitate of curcumin lysinate was then collected by filtration

Sources & evidence

ORD record
ord-5d1f8a5f7f9c42a4916acd34fd9c7b7c
Source dataset
uspto-grants-2014_07
Patent number
US08772265B2

Reaction notes

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