Antioxidant EGCG aliphatic ester and prep. thereof
A technology of fatty acid esters and antioxidants, applied in chemical instruments and methods, compositions for inhibiting chemical changes, organic chemistry, etc., can solve problems such as incomplete determination of molecular structure, impact on product antioxidant effect, safety issues, etc. Achieve high stability, complete transformation and mild reaction
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Embodiment 1
[0014] Take 2.00g (4.36mmol) of EGCG monomer, dissolve it in 20mL of ethyl acetate, add 5g of potassium bicarbonate, heat to 40°C, add 1.20g (4.36mmol) of palmitoyl chloride dropwise within 30min, and continue to keep warm for 1.5h , the reaction solution should be a colorless and transparent liquid. Filter after stopping the reaction, wash the filtrate with water, concentrate under reduced pressure, recrystallize, and then dehydrate and dry to obtain white powder containing about 75 % (w / w) composition of EGCG fatty acid ester 3.0 g.
Embodiment 2
[0016] Take 2.00g (4.36mmol) of EGCG monomer, dissolve it in 20mL of diethoxymethane, add 5g of potassium bicarbonate, heat to 45°C, add 1.32g (4.36mmol) of stearyl chloride dropwise within 30min, and keep warm for reaction Filtrate after 2 hours, wash the filtrate with water, concentrate under reduced pressure, recrystallize, and then dehydrate and dry to obtain white powder containing about 80% of epigallocatechin-3-O-gallic acid-4'-O-fatty acid ester (w / w) composition of EGCG fatty acid ester 3.1 g.
Embodiment 3
[0018] Take 5.00g (10.91mmol) of EGCG monomer, dissolve it in 20mL of tetrahydrofuran, add 1g of zinc catalyst, heat to 40°C, add 2.38g (10.87mmol) of lauroyl chloride dropwise within 45min, keep warm for 1.5h and then filter, the filtrate Washed with water, concentrated under reduced pressure, recrystallized, and then dehydrated and dried to obtain white powder containing about 70% (w / w) of epigallocatechin-3-O-gallic acid-4'-O-fatty acid ester Composition of EGCG fatty acid ester 6.9g.
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