7-Xylosyl-10-deacetyltaxol C → 10-Deacetyltaxol C

To a small reaction flask was added the analogue 7-xylosyl-10-deacetyl taxol C (200 mg) in ethanol (300 ml); Sodium periodate (450 mg in 4 ml water) was added to the resulting solution and the reaction mixture was stirred for 20-40 hours at 20-40° C. The reaction mixture was diluted with water and extracted with ethyl acetate (2×50 ml). The ethyl acetate phase was washed with water, dried over anhydrous sodium sulphate and concentrated in vacuo to a residue. The residue was dissolved in a mixture of methanol--acetic acid and was treated with diethyl hydrozine sulphate (500 mg) for 12-18 hours at 0-40° C. with stirring. The reaction mixture was diluted with water and extracted with chloroform (2×50 ml). The chloroform layer was washed with water (2×50 ml), dried over anhydrous sodium sulphate and concentrated in vacuo to give a residue of 10-DAT, C.

1. extractionextracted with ethyl acetate (2×50 ml)
2. washThe ethyl acetate phase was washed with water
3. dry with materialdried over anhydrous sodium sulphate
4. concentrationconcentrated in vacuo to a residue
5. dissolutionThe residue was dissolved in a mixture of methanol
6. additionacetic acid and was treated with diethyl hydrozine sulphate (500 mg) for 12-18 hours at 0-40° C.
7. stirringwith stirring
8. additionThe reaction mixture was diluted with water
9. extractionextracted with chloroform (2×50 ml)
10. washThe chloroform layer was washed with water (2×50 ml)
11. dry with materialdried over anhydrous sodium sulphate
12. concentrationconcentrated in vacuo
13. customto give a residue of 10-DAT, C

ORD-Eintrag

ord-70f703a890654d2dba9fe7246942bbc5

Quelldatensatz

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06028206