Conversion 9-dihydro-13-acetylbaccatin iii to...

Details Conversion 9-dihydro-13-acetylbaccatin iii to... Conversion 9-dihydro-13-acetylbaccatin iii to...

C - Chemistry, Metallurgy

07

D

C07D 305/14 (2006.01)

Patent

CA 2538860

A process is provided for the conversion of 9-dihydro-13-acetylbaccatin to 10- deacetylbaccatin III. The process includes four specific interrelated steps. The first step involves protecting the 7-hydroxyl group of 9-dihydro-13-acetylbaccatin and converting that 7-hydroxyl-protected 9-dihydro-13-acetylbaccatin to 7, 13-diacetyl-9- dihydrobaccatin III. The second step involves reacting that 7, 13-diacetyl-9- dihydrobaccatin III with 4-methylmorpholine N-oxide in a suitable solvent and oxidizing that reaction product to yield 7, 13-diacetylbaccatin. The third step involves deacetylating that 7, 13-diacetyl-9-dihydrobaccatin III to yield 7-acetylbaccatin III. The fourth and final step involves converting that 7-acetylbaccatin III to 10- deacetylbaccatin III.

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