71386-98-6

Basic information

• Product Name: Ethanone, 1-[2,4-dihydroxy-6-(methoxymethoxy)phenyl]-
• CAS NO: 71386-98-6
• Molecular Formula: C10H12O5
• Molecular Weight: 212.202
• Mol File: 71386-98-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[2,4-dihydroxy-6-(methoxymethoxy)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[2,4-dihydroxy-6-(methoxymethoxy)phenyl]-(71386-98-6)
• EPA Substance Registry System: Ethanone, 1-[2,4-dihydroxy-6-(methoxymethoxy)phenyl]-(71386-98-6)

Safety Data

• Hazardous Substances Data: 71386-98-6(Hazardous Substances Data)

Upstream product

• 65490-09-7 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 1429227-32-6 4-(t-butyldimethylsilyloxy)-6-hydroxy-2-(methoxymethoxy)acetophenone 
• 139140-13-9 1-{4-[(tert-butyldimethylsilyl)oxy]-2,6-dihydroxyphenyl}ethan-1-one 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 67052-53-3 4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone 

Downstream Products

• 321569-79-3 2',4'-dihydroxy-3'-iodo-6'-(methoxymethoxy)acetophenone 
• 887149-31-7 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)isoflavone 
• 887149-28-2 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone 
• 887149-30-6 7,4'-bis(benzoyloxy)-6-(3-methyl-2-butenyl)-5-tosyloxyisoflavone 
• 887149-29-3 7,4'-bis(benzoyloxy)-6-(3-hydroxy-3-methylbutyl)-5-tosyloxyisoflavone 
• 887149-27-1 4,2',4'-tris(benzyloxy)-6'-hydroxy-3'-iodochalcone 
• 51225-30-0 erythrinin B 
• 51225-29-7 5,7,4'-triacetoxy-6-(3-methyl-2-butenyl)isoflavone 
• 99874-36-9 5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 515863-74-8 4',5,7-tris(benzyloxy)-6-iodoisoflavone 
• 911285-86-4 1-[6-benzoyloxy-2,4-bis(benzyloxy)-3'-iodophenyl]-2-[4-benzyloxyphenyl]-3,3-dimethyloxypropan-1-one 
• 911285-85-3 4,2',4'-tris(benzyloxy)-6'-(methoxymethoxy)-3'-iodochalcone 
• 515863-75-9 4,2',4'-tris(benzyloxy)-6'-benzyloxy-3'-iodochalcone 
• 844868-36-6 5,7,4'-tris(benzyloxy)-6-(3-hydroxy-3-methyl-1-butynyl)isoflavone 

Relevant articles and documents

BENZOTHIOPHENE DERIVATIVE HAVING ANTI-CANCER EFFECT

PROBLEM TO BE SOLVED: To provide a novel compound that has an excellent anti-cancer effect. SOLUTION: Provided is a benzothiophene derivative represented by formula (1), or a pharmaceutically acceptable salt thereof. [R1 is H, OH, a halogeno group, a C1 to 12 alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkylamino group or an alkylthio group, a substituted/unsubstituted aryl group, a substituted/unsubstituted benzyl group, or a substituted/unsubstituted carbon ring or heterocyclic ring condensed to 5-6 position; R2 is H, OH, a halogeno group, a C1 to 12 alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkylamino group or an alkylthio group; a substituted/unsubstituted aryl group or a substituted/unsubstituted benzyl group.] SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPO&INPIT

Microwave-assisted regioselective synthesis of natural 6-prenylpolyhydroxyisoflavones and their hydrates with hypervalent iodine reagents

Microwave-assisted oxidative rearrangement of 3′-iodotetraalkoxychalcones with hypervalent iodine such as [hydroxy(tosyloxy)iodo]benzene or [bis(trifluoroacetoxy)iodo]benzene, followed by microwave-mediated hydrolysis and in situ cyclization of the resultant acetals gave 6-iodotrialkoxyisoflavones. Pd(0)-catalyzed coupling reaction of the 6-iodoisoflavones with 2-methyl-3-butyn-2-ol under microwave irradiation gave 6-alkynylisoflavones, whose hydrogenation gave the respective hydrates of wighteone, lupisoflavone and derrubone. Wighteone (1a), lupisoflavone (1b) and derrubone (1c) were obtained by dehydration of their respective hydrates under microwave irradiation.

Regioselective synthesis of 6-alkyl- and 6-prenylpolyhydroxyisoflavones and 6-alkylcoumaronochromone derivatives

The palladium-catalyzed coupling reaction of 6-iodoisoflavone, prepared from 3′-iodoacetophenone derivative, with 2-methyl-3-butyn-2-ol gave 6-alkynylisoflavone derivative, which was hydrogenated to give 6-alkylhydroxyisoflavone (luteone hydrate) (2). Dehydration of 2 gave 2′,4′,5,7-tetrahydroxy-6-prenylisoflavone (luteone) (1). Wighteone hydrate (3) was also synthesized from 6-iodotris(benzyloxy)isoflavone in a similar manner. 6-Alkyl-4′5,7-trihydroxy-coumaronochromone (4) was synthesized by oxidative cyclization of 2 with o-chloranil.