53254-89-0

Basic information

• Product Name: 1-Methyl-3,8-dihydroxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid methyl ester
• Synonyms: 1-Methyl-3,8-dihydroxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid methyl ester;9,10-Dihydro-3,8-dihydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid methyl ester;Aloesaponarin I
• CAS NO: 53254-89-0
• Molecular Formula: C17H12O6
• Molecular Weight: 312.27
• Mol File: 53254-89-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 206-208 °C
• Boiling Point: 531.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.486±0.06 g/cm3(Predicted)
• PKA: 6.49±0.20(Predicted)
• CAS DataBase Reference: 1-Methyl-3,8-dihydroxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-3,8-dihydroxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid methyl ester(53254-89-0)
• EPA Substance Registry System: 1-Methyl-3,8-dihydroxy-9,10-dihydro-9,10-dioxoanthracene-2-carboxylic acid methyl ester(53254-89-0)

Safety Data

• Hazardous Substances Data: 53254-89-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 69119-31-9 3,8-dihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid 
• 80750-90-9 7-desmethyloxanthroquinone ethyl ester 
• 481-39-0 5-hydroxynaphtho-1,4-quinone 
• 78308-28-8 2-methoxy-3-(methoxycarbonyl)-4-(trimethylsiloxy)-1,3-pentadiene 
• 18855-92-0 3-chlorojuglone 
• 144685-99-4 (E/Z)-3-Methoxycarbonyl-2,4-bis(trimethylsilyloxy)penta-1,3-diene 
• 304647-02-7 methyl 3-hydroxy-8-methoxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate 
• 81418-42-0 3-acetyl-5-methoxy-1,4-naphthoquinone 
• 304647-01-6 6-[(3-acetyl-5-methoxy-1,4-dioxo-1,4-dihydro-2-naphthyl)methyl]-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 439290-03-6 7-methoxy-2,2,5-trimethyl-4H-anthra[2,3-d][1,3]dioxin-4,6,11-trione 
• 304646-97-7 6-[(3-acetyl-1-tert-butyldimethylsiloxy)-4-hydroxy-5-methoxy-2-naphthyl]methyl-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 80751-03-7 2-acetyl-3-methoxy-but-2-enoic acid methyl ester 
• 69119-30-8 ethyl 8-hydroxy-3-methoxy-1-methylanthraquinone-2-carboxylate 

Relevant articles and documents

The synthesis of aloesaponarins I and II

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Regioselective preparation of 1,6- and 1,8-dihydroxy-9,10-anthraquinones from the common intermediates: Synthesis of aloesaponarin I and K1115A

Treatment of 3-acyl-2-[(2,2-dimethyl-6-oxo-1,3-dioxin-4-yl)methyl]-5-methoxy-1,4-naphthoquino nes with K2CO3 in an alcohol brought about the intramolecular condensation to give 1-alkyl-3-hydroxy-8-methoxy-9,10-anthraquinone-2-carboxy-lates in good yields, while the same naphthoquinone gave 1-hydroxy-8-methoxy-9,10-anthraquinone-3-acetic acid in good yield by treatment with KHMDS.

Chemistry of the Coccoidea. VIII. Synthesis of the Ancient Dyestuff Kermesic Acid and of Related Anthraquinones

The insect anthraquinones kermesic acid (3) and laccaic acid D (2) have been synthesized efficiently, as have the plant anthraquinones aloesaponarin-I (4) and -II (33).The syntheses were based on regiospecific Diels-Alder addition of the silyloxy dienes (10) and (11) to simpler quinones.Regiospecificity was controlled by 2(3)-chloro groups in the dienophiles or, for addition to certain naphthoquinones, by a hydroxy group peri to carbonyl.