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(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one

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Origin: China

Cas No: 495-85-2

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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Product Description

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CAS No.: 495-85-2 Formula: C15H14O5 Molecular Weight: 274.26900

Description

Methysticin is one of the six major kavalactones found in the kava plant. Research suggests that methysticin and the related compound dihydromethysticin have CYP1A1 inducing effects which may be responsible for their toxicity.

Basic Info

Chemical Name	(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one
Synonyms	(R-(E))-6-(2-(1,3-Benzodioxol-5-yl)ethenyl)-5,6-dihydro-4-methoxy-2H-pyran-2-one; (R)-5,6-Dihydro-4-methoxy-6-(3,4-(methylenedioxy)styryl)-2H-pyran-2-one; (E)-6-[2-(benzo[d][1,3]dioxol-5-yl)vinyl]-4-methoxy-5,6-dihydropyran-2-one; Kavatin; 6-(2-benzo[1,3]dioxol-5-yl-vinyl)-4-methoxy-5,6-dihydro-pyran-2-one; Kavahin; (+-)-Methysticin; (E)-6-[2-(benzo[d][1,3]dioxol-5-yl)vinyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one; 2H-Pyran-2-one, 6-[2-(1,3-benzodioxol-5-yl)ethenyl]-5,6-dihydro-4-methoxy-, [R-(E)]-;
CAS No.	495-85-2
Molecular Formula	C15H14O5
Molecular Weight	274.26900
PSA	53.99000
LogP	2.27430

Properties

Appearance & Physical State	white powder
Density	1.31 g/cm3
Boiling Point	496.5ºC at 760 mmHg
Melting Point	139-140.5ºC
Flash Point	224ºC
Refractive Index	1.597
Vapor Pressure	5.39E-10mmHg at 25°C

Synthesis Route

4-methoxy-6-vinyl-5,6-dihydro-2H-pyran-2-one+3,4-(methylenedioxy)benzenediazonium tetrafluoroborate→(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one
4-methoxy-6-vinyl-5,6-dihydro-2H-pyran-2-one+1-Iodo-3,4-methylenedioxybenzene→(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one
5,6-dihydro-6-ethenyl-4-hydroxy-2H-pyran-2-one→(2R)-2-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-4-methoxy-2,3-dihydropyran-6-one

Precursor

5,6-dihydro-6-ethenyl-4-hydroxy-2H-pyran-2-one
3,4-(methylenedioxy)benzenediazonium tetrafluoroborate
1-Iodo-3,4-methylenedioxybenzene
4-methoxy-6-vinyl-5,6-dihydro-2H-pyran-2-one

Downstream Product

2-[2-(1,3-benzodioxol-5-yl)ethyl]-4-methoxy-2,3-dihydropyran-6-one
7-(1,3-benzodioxol-5-yl)-3-methoxyhepta-2,4,6-trienoic acid
3,4-dihydroxybenzoic acid

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