86333-80-4

Basic information

• Product Name: 4-demethoxydoxorubicinone
• Synonyms: 4-demethoxydoxorubicinone
• CAS NO: 86333-80-4
• Molecular Formula: C20H16O8
• Molecular Weight: 384.33624
• Mol File: 86333-80-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 676.1°C at 760 mmHg
• Flash Point: 376.7°C
• Appearance: /
• Density: 1.716g/cm³
• Vapor Pressure: 3.34E-19mmHg at 25°C
• Refractive Index: 1.769
• CAS DataBase Reference: 4-demethoxydoxorubicinone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-demethoxydoxorubicinone(86333-80-4)
• EPA Substance Registry System: 4-demethoxydoxorubicinone(86333-80-4)

Safety Data

• Hazardous Substances Data: 86333-80-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H16O8/c21-7-12(23)20(28)5-10-13(11(22)6-20)19(27)15-14(18(10)26)16(24)8-3-1-2-4-9(8)17(15)25/h1-4,11,21-22,26-28H,5-7H2/t11-,20-/m0/s1

Upstream product

• 81979-75-1 (+/-)-14-bromo-4-demethoxydaunomycinone 
• 91383-39-0 (+)-14-Acetoxy-4-demethoxydaunomicinone 
• 99570-80-6 (7S,9S)-9-(2-Bromo-acetyl)-6,7,9,11-tetrahydroxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione 

Downstream Products

• 92689-49-1 Annamycin 
• 92761-46-1 (7R,9R)-4-demethoxy-7-O-(2,6-dideoxy-2-iodo-α-L-mannopyranosyl)adriamycinone 

Relevant articles and documents

Synthesis of 4-demethoxyadriamycinone utilizing ruthenium-catalyzed oxidation of allyl acetates

A new method for the construction of the side chain of anti-cancer drugs adriamycins is demonstrated by the synthesis of 4-demethoxyadriamycinone. The key step is the ruthenium-catalyzed oxidation of allyl acetates to the corresponding α-hydroxyketones.

Novel resolution of the anthracyclinone intermediate by the use of (2R, 3R)-(+)- and (2S, 3S)-(-)-1,4-bis(4-chlorobenzyloxy) butane-2,3-diol. A simple and efficient synthesis of optically pure 4-demethoxydaunolmycinone and 4-demethoxyadriamycinone

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