111301-39-4

Basic information

• Product Name: (-)-(S)<(dimethyl-2,2 dioxolanne-1,3 yl-4) methyl>-2 dihydroxy-1,4 anthraquinone-9,10
• Synonyms: (-)-(S)<(dimethyl-2,2 dioxolanne-1,3 yl-4) methyl>-2 dihydroxy-1,4 anthraquinone-9,10
• CAS NO: 111301-39-4
• Molecular Weight: 354.359
• Mol File: 111301-39-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(S)<(dimethyl-2,2 dioxolanne-1,3 yl-4) methyl>-2 dihydroxy-1,4 anthraquinone-9,10(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(S)<(dimethyl-2,2 dioxolanne-1,3 yl-4) methyl>-2 dihydroxy-1,4 anthraquinone-9,10(111301-39-4)
• EPA Substance Registry System: (-)-(S)<(dimethyl-2,2 dioxolanne-1,3 yl-4) methyl>-2 dihydroxy-1,4 anthraquinone-9,10(111301-39-4)

Safety Data

• Hazardous Substances Data: 111301-39-4(Hazardous Substances Data)

Upstream product

• 38399-72-3 leuco-1,4-dihydroxyanthraquinone 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 

Downstream Products

• 128885-76-7 Nitro-4 benzoate de Tridesoxy-2,3,6 O-((dihydroxy-5,12 dioxo-6,11 tetrahydro-3,4,6,11 1H-anthra<2,3-c>pyrannyl-3(S)) methyl)-1 trifluoroacetamido-3 L-arabino-hexopyrannose 
• 128885-76-7 nitro-4 benzoate de tridesoxy-2,3,6 O-((dihydroxy-5,12 dioxo-6,11 tetrahydro-3,4,6,11 1H-anthra<2,3-c>pyrannyl-3(S)) methyl)-1 trifluoroacetamido-3 L-lyxo-hexopyrannose 

Relevant articles and documents

Syntheses Totales d'Oxa-9 anthracyclines

Racemic 7-hydroxy-9-oxa-anthracyclinone (5a) has been synthetised in seven steps from quinizarin (6) and its resolution achieved after glycosylation with 3,4-di-O-acetyl-2-deoxy-L-fucose.Chiral pool syntheses of (8S)-8-hydroxymethyl-9-oxa-anthracyclinone (5b) and of (8S,10R) and (8S,10S)-8-hydroxymethyl-10-methyl-9-oxa-anthracyclinones (5c and 5d) have been achieved using (R)-2,3-O-isopropylideneglyceraldehyde (12) and leucoquinizarin (13) as starting materials.Glycosylation of aglycones 5b-5d by either 3,4-di-O-acetyl-2-deoxy-L-fucose or various 3-amino-2,3,6-trideoxy-L-hexoses yielded the corresponding anthracyclines.The synthetic glycosides do not show significant cytotoxic activity at a concentration of 1 μg/ml against L 1210 cells.Keywords 9-oxa-anthracyclinone; 9-oxa-anthracycline; glycoside; chiral pool synthesis