Process for preparing 4-alkyl- or 4-aryl-oxycarbonyl paclitaxel analogs and novel intermediates

US7030253B2 · kind B2 · utility

Assignee

• Bristol-Myers Squibb Company · US

Inventors

• Frank Gibson · Pennington, US
• Joydeep Kant · Cherry Hill, US
• Rajendra P. Deshpande · Neshanic Station, US
• Karen L. TenHuisen · Dover, US
• Jing Liang · Princeton, US
• Jun Li · Foster City, US
• Susan D. Boettger · Fayetteville, US
• Edward J. Gublo · Liverpool, US
• Ulhas P. Dhokte · Kendall Park, US

Key dates

• Filing date: Aug 2, 2004
• Grant date: Apr 18, 2006
• Expiry date: Aug 2, 2024

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process is provided for preparing 4-alkyl- or 4-aryl-oxycarbonyl paclitaxel analogs which includes the steps of converting paclitaxel into a C-7 acylprotected paclitaxel employing an electrophilic protecting group, such as benzoyloxycarbonyl, and converting the C-7 protected analog into the 4-alkyloxycarbonyl or 4-aryloxycarbonyl paclitaxel analog. Novel intermediates produced in the process are also provided.