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Jonathan Miller's Home Page ©

This is an interesting scientific account of anticancer anthracycline chemistry and biology, with examples taken from my Ph.D. thesis.

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Jonathan Miller's Home Page © | jonathanpmiller.com Reviews
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This is an interesting scientific account of anticancer anthracycline chemistry and biology, with examples taken from my Ph.D. thesis.
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1 anthracycline
2 Anthracycline
3 organic chemistry
4 anticancer
5 Jonathan Miller
6 chemotherapy
7 Diels-Alder
8 chiral diene
9 synthesis asymmetrique
10 Dick Stoodley
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Jonathan Miller's Home Page © | jonathanpmiller.com Reviews

https://jonathanpmiller.com

This is an interesting scientific account of anticancer anthracycline chemistry and biology, with examples taken from my Ph.D. thesis.

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1

Cyahohydrin Formation

http://www.jonathanpmiller.com/cyanohydrin

Ethynyl-6a,7,8,9,10,10a-hexahydro-5,12-dihydroxy-8,9-O-isopropylidene-7-(2',3',4',6'-tetra-O-acetyl-beta-D-glucopyranosyloxynaphthacene-6,11-dione". Any Words Submit Web Site. Exploration of Methods for Functionalising the C-9 Ketone of Anthracycline Precursors. Acyl Anion Equivalents under Acidic conditions. Trimethylsilyl cyanide (TMSCN) in the presence of certain catalysts [e.g. TiCl. The optimum conditions for the formation of the cyanohydrin ( 2. Involved the use of the dihydroxytrione ( 1. And ca&#...

2

Anthracycline chemistry

http://www.jonathanpmiller.com/Anthracycline_chemistry.htm

Any Words Submit Web Site. Following Stoodley's work on anthracycline chemistry, my first area considers anthracyclinone syntheses. Modelled on the idarubicin (1), we set out to synthesize, first the aglycone anthracyclinone of the ring-D modified analogue (3). At a later date, the ring-A substituted derivative (2) would be attempted. The bicyclic quinol (5) which in its stabilized form tautomerises when heated with the diene as shown below. Quinols of type (5) are known to tautomerise ("acylwanderun...

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Synthesis of 8-Hydroxyanthracycline

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Ethynyl-6a,7,8,9,10,10a-hexahydro-5,12-dihydroxy-8,9-O-isopropylidene-7-(2',3',4',6'-tetra-O-acetyl-beta-D-glucopyranosyloxynaphthacene-6,11-dione". Any Words Submit Web Site. Previously, Arcamone has synthesised C-8 ( 1. And C-10 ( 2. Methoxy derivatives of daunomycin ( 3. Via opening of oxirane intermediates with methanol in the presence of p-toluenesulfonic acid. The C-10 R. Derivative still remained effective as an antileukaemic agent where as the C-10 S. So changing it's pharmacological properties.

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