51079-25-5

Basic information

• Product Name: 2α-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3β-ol
• Synonyms: (2R)-5,7-Dimethoxy-2α-(3,4-dimethoxyphenyl)chroman-3β-ol;2α-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3β-ol;3,4-Dihydro-2α-(3,4-dimethoxyphenyl)-3β-hydroxy-5,7-dimethoxy-2H-1-benzopyran
• CAS NO: 51079-25-5
• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.37438
• Mol File: 51079-25-5.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 517.7°C at 760 mmHg
• Flash Point: 266.9°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 1.52E-11mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: 2α-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3β-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2α-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3β-ol(51079-25-5)
• EPA Substance Registry System: 2α-(3,4-Dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-3β-ol(51079-25-5)

Safety Data

• Hazardous Substances Data: 51079-25-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H22O6/c1-21-12-8-16(23-3)13-10-14(20)19(25-17(13)9-12)11-5-6-15(22-2)18(7-11)24-4/h5-9,14,19-20H,10H2,1-4H3/t14-,19+/m0/s1

Upstream product

• 77-78-1 dimethyl sulfate 
• 154-23-4 catechin 
• 154-23-4 catechin hydrate 
• 20931-30-0 2-(3,4-dimethoxy-phenyl)-3-hydroxy-5,7-dimethoxy-chromenylium; chloride 
• 7295-85-4 catechin 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 
• 29127-26-2 5,3',4'-tri-O-methyl-(+)-catechin 
• 172589-46-7 (2R,3R,4R,2'R,3'S)-2,2'-Bis-(3,4-dimethoxy-phenyl)-7,5',7'-trimethoxy-3,4,3',4'-tetrahydro-2H,2'H-[4,8']bichromenyl-3,3'-diol 
• 37126-92-4 5,7,3',4',5'',7'',3''',4'''-octa-O-methylprocyanidin B-3 
• 57499-11-3 (-)-fisetinidol-(4α,8)-(+)-catechin hepta-O-methyl 
• 78185-21-4 ent-Fisetinidol-(4β,8)-catechin hepta-O-methyl ether 
• 78185-17-8 (-)-fisetinidol-(4β,8)-(+)-catechin hepta-O-methyl ether 
• 23567-23-9 procyanidin B₃ 

Downstream Products

• 115760-12-8 (2R)-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3t-phenyloxoacetyloxy-chroman 
• 58065-35-3 (+)-catechin tetramethyl ether acetate 
• 102169-05-1 5,7,3',4'-tetramethoxyflavan-3-mesylate 
• 102448-90-8 (2R)-3t-chloroacetoxy-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 
• 78376-75-7 3-O-benzyl-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 120640-46-2 (2R)-2r-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-3t-(toluene-4-sulfonyloxy)-chroman 
• 51154-08-6 (2R,3S)-3,3',4',5,7-pentamethoxyflavan 
• 17060-22-9 1-(3,4-dimethoxyphenyl)-3-(2,4,6-trimethoxyphenyl)propane 
• 98881-89-1 2-chloro-3-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman 
• 528-58-5 cyanidin chloride 
• 23671-72-9 8-bromo-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 78376-73-5 6,8-dibromo-3',4',5,7-tetra-O-methyl-(+)-catechin 
• 26049-25-2 3,3',4',5,7-penta-O-methylcatechin 
• 1083-30-3 dihydrochalcone 

Relevant articles and documents

Unexpected different chemoselectivity in the aerobic oxidation of methylated planar catechin and bent epicatechin derivatives catalysed by the Trametes villosa laccase/1-hydroxybenzotriazole system

Unreported methylated catechin and epicatechin derivatives 5 and 6 were synthesized by an oxa-Pictet-Spengler reaction. Catechin 5 shows the B and C rings coplanar because of the formation of a trans junction between the C ring and the newly generated six

TERPENOIDS AND A FLAVAN-3-OL FROM VIGUIERA QUINQUERADIATA

The isolation is reported of the new natural products from Viguiera quinqueradiata, acetylleptocarpin and (2R,3S)-4'-hydroxy-3',5,7-tri-O-methyl-flavan-3-ol.The diterpenes 15α-angeloyloxy-ent-kaur-16-en-19-oic acid, 15α-tigloyloxy-ent-kaur-16-en-19-oic acid and the sesquiterpene lactones leptocarpin and budlein A were also found.Key Word Index - Viguiera quinqueradiata; Compositae; Heliantheae; sesquiterpene lactones; ent-kaurenoic acids; trans-flavan-3-ol.

Catechin Derivatives as Inhibitor of COVID-19 Main Protease (Mpro): Molecular Docking Studies Unveil an Opportunity Against CORONA

Background: A newly emergent strain of coronavirus (COVID-19) has affected almost the whole of the world’s population. Currently, there is no specific vaccine or drug against COVID-19. Xu et al. (2020) built a homolog model of SARS-CoV-2 Mpro b

Site-Selective Alkoxylation of Benzylic C?H Bonds by Photoredox Catalysis

Methods that enable the direct C?H alkoxylation of complex organic molecules are significantly underdeveloped, particularly in comparison to analogous strategies for C?N and C?C bond formation. In particular, almost all methods for the incorporation of alcohols by C?H oxidation require the use of the alcohol component as a solvent or co-solvent. This condition limits the practical scope of these reactions to simple, inexpensive alcohols. Reported here is a photocatalytic protocol for the functionalization of benzylic C?H bonds with a wide range of oxygen nucleophiles. This strategy merges the photoredox activation of arenes with copper(II)-mediated oxidation of the resulting benzylic radicals, which enables the introduction of benzylic C?O bonds with high site selectivity, chemoselectivity, and functional-group tolerance using only two equivalents of the alcohol coupling partner. This method enables the late-stage introduction of complex alkoxy groups into bioactive molecules, providing a practical new tool with potential applications in synthesis and medicinal chemistry.