29742-69-6

Basic information

• Product Name: 14-BroModaunoMycinone
• Synonyms: 14-BroModaunoMycinone;(8S,10S)-8-(2-BroMoacetyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-Methoxy-5,12-naphthacenedione;(8S,cis)-8-(2-BroMoacetyl)-7,8,9,10-tetrahydro-6,8,10,11-tetrahydroxy-1-Methoxy-5,12-naphthacenedione
• CAS NO: 29742-69-6
• Molecular Formula: C₂₁H₁₇BrO₈
• Molecular Weight: 477.25888
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 29742-69-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 198-200 °C
• Boiling Point: 723.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.810±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform
• PKA: 7.44±0.60(Predicted)
• CAS DataBase Reference: 14-BroModaunoMycinone(CAS DataBase Reference)
• NIST Chemistry Reference: 14-BroModaunoMycinone(29742-69-6)
• EPA Substance Registry System: 14-BroModaunoMycinone(29742-69-6)

Safety Data

• Hazardous Substances Data: 29742-69-6(Hazardous Substances Data)

Usage

Chemical Properties

Red Solid

Uses

Daunomycinone (D193850) derivatieve.

Upstream product

• 21794-55-8 (+)-Daunomycinone 
• 23541-50-6 daunomycin hydrochloride 
• 20830-81-3 DNR 

Downstream Products

• 24385-10-2 adriamycinone 
• 29984-41-6 doxorubicinone-14-acetate 
• 83291-78-5 14-phenyl-14-thiaadriamycinone 

Relevant articles and documents

Synthesis and antitumor activity of 7-O-(3,4-di-O-acetyl-2,6-dideoxy-alpha-L-lyxo-hexopyranosyl)adriamycinone.

The title compound (7), the 3'-acetoxy-4'-O-acetyl analog of adriamycin (doxorubicin), was synthesized in approximately 50% net yield from daunomycinone by bromination at C-14, glycosylation of the product at O-7 with 3,4-di-O-acetyl-2,6-dideoxy-alpha-L-l

Synthesis of 14-fluorodoxorubicin

Synthesis of the novel anthracycline 14-fluorodoxorubicin is described. A key step in the synthesis is the hydrolysis of 14-bromo,14-fluoro derivative 14 with AgBF4 and DMSO, to give the geminal fluorohydrin system.