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Cas Database

Name	Puerarin	EINECS	609-296-1
CAS No.	3681-99-0	Density	1.642 g/cm³
PSA	160.82000	LogP	0.38610
Solubility	Soluble in DMSO or DMF. Slightly soluble in water or ethanol	Melting Point	187-189 °C
Formula	C₂₁H₂₀O₉	Boiling Point	791.2 °C at 760 mmHg
Molecular Weight	416.384	Flash Point	281.5 °C
Transport Information	N/A	Appearance	Yellow brown Fine Powder
Safety	22-24/25-45-36/37/39-26-16	Risk Codes	11-34
Molecular Structure		Hazard Symbols	F,C
Synonyms	7-hydroxy-3-(4-hydroxyphenyl)-8-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one;Hexitol, 1,5-anhydro-1-C-[7-hydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-8-yl]-;Pneranin;NPI 031G;4H-1-Benzopyran-4-one, 8-beta-D-glucopyranosyl-7-hydroxy-3-(4-hydroxyphenyl)- (9CI);8-beta-D-Glucopyranosyl-7-hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Sanguinarine citrate;Puerarin 99% (UV);Puerariae P.E.;Pueraria lobata;Pueraria P.E;	Article Data	6

Puerarin Synthetic route

: 7-hydroxy-4'-methoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucocopyranosyl)isoflavone

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Stage #1: 7-hydroxy-4'-methoxy-8-C-(2,3,4,6-tetra-O-benzyl-β-D-glucocopyranosyl)isoflavone With boron tribromide In dichloromethane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With methanol In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;	95%

: 1029605-74-0
6-[7-hydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-8-yl]-3,4,5-tris-trimethyl-silanyloxy-tetrahydro-pyran-2-carbaldehyde

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Stage #1: 6-[7-hydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-8-yl]-3,4,5-tris-trimethyl-silanyloxy-tetrahydro-pyran-2-carbaldehyde With sodium tetrahydroborate In tetrahydrofuran; ethanol at 0℃; for 0.166667h; Stage #2: With hydrogenchloride In tetrahydrofuran; ethanol at 0 - 20℃; for 0.25h; Further stages.;	75%

: 1242241-66-2
4',7-di-O-benzyldaidzein 8-C-β-D-(2,3,4,6-tetra-O-benzylglucoside)

: 3681-99-0
puerarin

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -78 - 20℃; Inert atmosphere;	71%

: 69655-50-1
4',7-di-O-methyl-puerarin

A: 3681-99-0
puerarin

B: 7-O-methylpuerarin

Conditions

Conditions	Yield
With trimethylsilyl iodide In acetonitrile for 120h; Heating;	A 35% B 39%

: 147899-32-9
Malonic acid mono-{(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-8-yl]-tetrahydro-pyran-2-ylmethyl} ester

: 3681-99-0
puerarin

Conditions

Conditions	Yield
With sodium hydroxide; water Ambient temperature;

: 69667-95-4
Acetic acid (2S,3S,4R,5R,6R)-4,5-diacetoxy-2-{2-acetoxy-6-methoxy-3-[(E)-3-(4-methoxy-phenyl)-acryloyl]-phenyl}-6-acetoxymethyl-tetrahydro-pyran-3-yl ester

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: Tl(NO3)3; trimethyl orthoformate / methanol 1.2: 84 percent / aq. HCl / methanol / Heating 2.1: 35 percent / Me3SiI / acetonitrile / 120 h / Heating View Scheme

: 8-C-β-glucofuranosyl-7,4'-dihydroxyisoflavone

A: 8-C-α-glucofuranosyl-7,4'-dihydroxyisoflavone

B: 3681-99-0
puerarin

Conditions

Conditions	Yield
With hydrogenchloride; water In methanol for 1h; Reflux;

: 4-(4-methoxyphenethyl)-6-tert-butyl-2-C-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1,3-dihydroxybenzene

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium dithionite; trifluoroacetic acid / 11 h / 20 °C 2.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water / 14 h / 20 °C 3.1: trichlorophosphate / 0.25 h / 10 °C 3.2: 6 h / 70 °C 4.1: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 4.2: 0.08 h / 0 °C / Inert atmosphere View Scheme

: 4-(4-methoxyphenethyl)-6-tert-butylbenzene-1,3-diol

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve 2.1: sodium dithionite; trifluoroacetic acid / 11 h / 20 °C 3.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water / 14 h / 20 °C 4.1: trichlorophosphate / 0.25 h / 10 °C 4.2: 6 h / 70 °C 5.1: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 5.2: 0.08 h / 0 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve
2.1: sodium dithionite; trifluoroacetic acid / 11 h / 20 °C
3.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water / 14 h / 20 °C
4.1: trichlorophosphate / 0.25 h / 10 °C
4.2: 6 h / 70 °C
5.1: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere
5.2: 0.08 h / 0 °C / Inert atmosphere
View Scheme

: 339276-14-1
2,3,4,6-tetra-O-benzyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate

: 3681-99-0
puerarin

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve 2.1: sodium dithionite; trifluoroacetic acid / 11 h / 20 °C 3.1: acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone / water / 14 h / 20 °C 4.1: trichlorophosphate / 0.25 h / 10 °C 4.2: 6 h / 70 °C 5.1: boron tribromide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 5.2: 0.08 h / 0 °C / Inert atmosphere View Scheme

Yield

Puerarin Chemical Properties

MF: C₂₁H₂₀O₁₀
MW: 432.38
mp 187-189°C

Puerarin Toxicity Data With Reference

RTECS UO5216000

Puerarin Safety Profile

Hazard Codes F,C
Risk Statements 11-34
Safety Statements 22-24/25-45-36/37/39-26-16
WGK Germany 3
F 10

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