FIELD: organic chemistry of natural compounds, chemical technology.
SUBSTANCE: invention relates to a method for synthesis of 14β-hydroxybaccatin III-1,14-carbonate. Method involves the following steps: (a) treatment of 7-Boc-13-ketobaccatin III of the formula: 
with suitable bases and oxidizing agents to yield 7-Boc-13-keto-14-hydroxybaccatin III of the formula: 
; (b) carbonization of hydroxy-groups in positions 1 and 14 to yield 14β-hydroxy-7-Boc-13-ketobaccatin III-1,14-carbonate of he formula: 
, and (c) reduction of ketone group in position 13 and removal of protecting group in position 7. Also, invention relates to new intermediate compounds of this method. Invention provides simplifying process based on using 13-ketobaccatin III as the parent compound.
EFFECT: improved method of synthesis.
11 cl, 7 ex
| Title | Year | Author | Number |
|---|---|---|---|
| METHOD FOR PREPARING 14-BETA-HYDROXYBACCATIN III-1,14-CARBONATE | 2002 |
|
RU2291866C2 |
| DERIVATIVES OF TAXANE FUNCTIONED BY POSITION 14 AND METHOD FOR THEIR PREPARING | 2003 |
|
RU2320652C2 |
| DERIVATIVES OF TAXANE, METHODS FOR THEIR PREPARING AND PHARMACEUTICAL COMPOSITION | 2000 |
|
RU2245882C2 |
| METHOD FOR PREPARING TAXANE DERIVATIVES | 2001 |
|
RU2275365C2 |
| DERIVATIVES OF TAXANE, METHOD OF THEIR SYNTHESIS AND PHARMACEUTICAL COMPOSITION | 1997 |
|
RU2168513C2 |
| C-2'-METHYLATED DERIVATIVES OF PACLITAXEL FOR USING AS ANTITUMOR AGENTS | 2002 |
|
RU2287528C2 |
| SEMI-SYNTHETIC TAXANES AND PHARMACEUTICAL COMPOSITIONS BASED ON THEREOF | 2001 |
|
RU2259363C2 |
| METHOD OF PRODUCING TAXANE DERIVATIVES | 2007 |
|
RU2434014C2 |
| METHOD FOR PREPARING DERIVATIVES OF BACCATIN III | 2001 |
|
RU2264394C2 |
| DERIVATIVES OF 10-DEACETYLBACCATIN-III AND 10-DEACETYL-14β- HYDROXYBACCATIN-III, METHOD OF THEIR SYNTHESIS, INTERMEDIATE COMPOUNDS AND PHARMACEUTICAL COMPOSITION | 1996 |
|
RU2152936C1 |
