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A
(+)-epicatechin
B
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
Conditions | Yield |
---|---|
With CHIRAL PAKIC In ethanol; hexane at 20℃; Resolution of racemate; | A 85% B 84% |
With CHIRAL PAK IC (250 X 4.6) mm, 5μ column In methanol at 25℃; Product distribution / selectivity; Resolution of racemate; | |
With CHIRAL PAK In methanol at 25℃; Resolution of racemate; |
5,7,3',4'-tetra-O-benzylepicatechin
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
Conditions | Yield |
---|---|
With 5% Pd(OH)2/C; hydrogen In tetrahydrofuran; methanol; water at 20℃; for 0.5h; | 69% |
With hydrogen; palladium(II) hydroxide In ethyl acetate at 20℃; for 40h; | |
With hydrogen; palladium(II) hydroxide In ethyl acetate at 20℃; for 40h; | 0.010 mg |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate at 20 - 55℃; | A 55% B n/a |
(-)-epicatechin gallate
B
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
Conditions | Yield |
---|---|
With Diaporthe sp In methanol at 27℃; for 24h; | A 53% B 13% |
procyanidin B1
A
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
B
catechin
Conditions | Yield |
---|---|
With sodium cyanoborohydride In trifluoroacetic acid at 0℃; for 1h; Title compound not separated from byproducts; | A 21% B 20% |
procyanidin B2
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol
Conditions | Yield |
---|---|
With hydrogenchloride for 0.5h; heating on a boiling water bath; | |
Multi-step reaction with 2 steps 1: ethanol / 1 h / boiling water bath 2: Raney nickel / ethanol / 2 h / Ambient temperature View Scheme |
Empirical Formula: C15H14O6
Molecular Weight: 290.2681 g/mol
EINECS: 207-710-1
Index of Refraction: 1.741
Density: 1.593 g/cm3
Flash Point: 335 °C
Enthalpy of Vaporization: 98.01 kJ/mol
Boiling Point: 630.4 °C at 760 mmHg
Vapour Pressure: 9.29E-17 mmHg at 25 °C
Melting point: 240 °C (dec.)(lit.)
Storage tempreture: 2-8 °C
Appearance: White to light yellow crystal powder
Structure of L-Epicatechin (CAS NO.490-46-0):
IUPAC Name: (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Product Category of L-Epicatechin (CAS NO.490-46-0): Pharmaceutical Raw Materials
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | Planta Medica. Vol. 42, Pg. 75, 1981. |
Hazard Symbols: Xi
Risk Codes: R36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Description: S26;S36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
L-Epicatechin (CAS NO.490-46-0) also can be called 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol ; and (2R,3R)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol .