+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Synthesis of 8 hydroxy 7 12 dimethyl benz a anthracene and 11 hydroxy 7 12 dimethyl benz a anthracene tin ii chloride mediated reductions



Synthesis of 8 hydroxy 7 12 dimethyl benz a anthracene and 11 hydroxy 7 12 dimethyl benz a anthracene tin ii chloride mediated reductions



Journal of Organic Chemistry 45(12): 2301-2304



8-Methoxybenznthracene-7,12-dione (3) and 11-methoxybenznthracene-7,12-dione (4) were converted in high yields to the corresponding 7,12-bis(epoxides) (14a and 14b) (not isolated because of instability) by treatment with the ylide formed from trimethylsulfonium iodide. Reduction with lithium aluminum hydride afforded 7,12-dihydro-7,12-dihydroxy-8-methoxy-7,12-dimethylbenznthracene (5) and 7,12-dihydro-7,12-dihydroxy-11-methoxy-7,12-dimethylbenznthracene (6), respectively, in excellent yields.

Please choose payment method:






(PDF emailed within 1 workday: $29.90)

Accession: 006566021

Download citation: RISBibTeXText


Related references

Synthesis of trans 2 6 dialkylpiperidines by 1 3 cycloaddition of alkenes to 2 alkyl 2 3 4 5 tetrahydropyridine oxides. Journal of the Chemical Society Chemical Communications (16): 1287-1288, 1986

Tumor initiating activity of 5 11 di methyl chrysene and the structural requirements favoring carcinogenicity of methylated poly nuclear aromatic hydro carbons. Cancer Letters 8(1): 65-70, 1979

Synthesis of tetrazole ribo nucleosides and their evaluation as anti viral agents part 2 5 amino 1 beta d ribofuranosyl 1h tetrazole and 5 amino 2 beta d ribofuranosyl 2h tetrazole. Journal of Medicinal Chemistry 19(8): 1017-1020, 1976

Benurestat, a urease inhibitor for the therapy of infected ureolysis. Investigative Urology 12(5): 381-386, 1975

Comparative biochemistry of the toxic glyco peptides produced by some plant pathogenic corynebacteria. Geesteranus, H P Maas (Ed ) Proceedings Of The 3rd International Conference on Plant Pathogenic Bacteria 365p Illus Centre For Agricultural Publishing And Documentation: Wageningen, The Netherlands 357-365, 1972

The effect of enzyme induction on the irreversible binding of ethynyloestradiol to guinea pig liver microsomes. Life Sciences 23(25): 2463-2466, 1978

On the resetting of baro receptors. 1978

Genetic effects of photodynamic action. 1972

Synthesis and absolute stereochemistry of cis 1 2 indandiols and trans 1 2 indandiols metabolites of indene and 2 indanone. Journal of Organic Chemistry 43(23): 4540-4542, 1978

Facile preparation and chemical characteristics of myo inositol 1 4 5 trisphosphate and its 2 4 5 isomer. Journal of Neurochemistry 48(Suppl.): S123, 1987

Carcinogenic hydrocarbons; 3,5-dimethylcholanthrene. Journal of the American Chemical Society 70(3): 1073-1076, 1948

Preparation of deoxy nivalenol vomitoxin from field inoculated corn. Journal of the Association of Official Analytical Chemists 67(1): 32-34, 1984

Syntheses of 9 beta d ribofuranosyl purine nebularine and its analogs. Indian Journal of Chemistry Section B Organic Chemistry Including Medicinal Chemistry 20(7): 534-537, 1981

Large diameter open tubular columns in gas chromatographic analysis. Journal of High Resolution Chromatography and Chromatography Communications 9(5): 272-277, 1986

Effect of ozone, an atmospheric pollutant, on resistance to respiratory infection. Bact Proc 61: 143, 1961