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Name	L-Epicatechin	EINECS	207-710-1
CAS No.	490-46-0	Density	1.593g/cm³
PSA	110.38000	LogP	1.54610
Solubility	Soluble in water or alcohol	Melting Point	240 °C (dec.)(lit.)
Formula	C15H14 O6	Boiling Point	630.4 °C at 760 mmHg
Molecular Weight	290.273	Flash Point	335°C
Transport Information	N/A	Appearance	White to light yellow crystal powder
Safety	S26;S36	Risk Codes	R36/37/38
Molecular Structure		Hazard Symbols
Synonyms	2H-1-Benzopyran-3,5,7-triol,2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-cis)-; Epicatechol, (-)- (8CI);(-)-(2R:3R)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (-)-Epicatechin;(-)-Epicatechol; (2R,3R)-(-)-Epicatechin; Epicatechin; Epicatechol;L-Epicatechin; NSC 81161; epi-Catechin; epi-Catechol; l-Acacatechin;l-Epicatechin; l-Epicatechol	Article Data	62

L-Epicatechin Synthetic route

: 154-23-4, 490-46-0, 7295-85-4, 13392-26-2, 17334-50-8, 18829-70-4, 35323-91-2, 72690-97-2
(+/-)-epicatechin

A: 35323-91-2
(+)-epicatechin

B: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

Conditions

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;

: 87292-49-7
5,7,3',4'-tetra-O-benzylepicatechin

: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

Conditions

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

: C50H42O6

A: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

B: 154-23-4
catechin

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate at 20 - 55℃;	A 55% B n/a

: 863-03-6, 10517-25-6, 13445-34-6, 17431-25-3, 20819-16-3, 25615-05-8, 130405-40-2, 1257-08-5
(-)-epicatechin gallate

A: (-)-(2R,3R,4R)-3,4,5,7,3',4'-hexahydroxyflavan

B: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

Conditions

Conditions	Yield
With Diaporthe sp In methanol at 27℃; for 24h;	A 53% B 13%

: 20315-25-7
procyanidin B1

A: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

B: 154-23-4
catechin

Conditions

Conditions	Yield
With sodium cyanoborohydride In trifluoroacetic acid at 0℃; for 1h; Title compound not separated from byproducts;	A 21% B 20%

: 29106-49-8
procyanidin B2

: 490-46-0
(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1[2H]-benzopyran-3,5,7-triol

Conditions

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

L-Epicatechin Chemical Properties

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

L-Epicatechin Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1gm/kg (1000mg/kg)		Planta Medica. Vol. 42, Pg. 75, 1981.

L-Epicatechin Safety Profile

Hazard Symbols: Irritant 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 Specification

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 .

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