Synthesis of acyclic nucleoside derivatives

US6184376A · kind A · utility

Assignee

• Mediver AB · SE

Inventors

• M. Robert Leanna · Grayslake, US
• Steven M. Hannick · Highland Park, US
• Michael Dolberg Rasmussen · Kenosha, US
• Jien-Heh J. Tien · Libertyville, US
• Lakshmi Bhagavatula · Vernon Hills, US
• Pulla Singam · Waukegan, US
• Bradley D. Gates · Mount Prospect, US
• Lawrence Kolaczkowski · Gurnee, US
• Ramesh Patel · Bound Brook, US
• Greg Wayne · Vernon Hills, US
• Greg Lannoye · Wildwood, US
• Weijiang Zhang · 丈亭镇, CN
• Zhenping Tian · Shandong, CN
• Kirill A. Lukin · Vernon Hills, US
• Bikshandarkoil A. Narayanan · Mundelein, US
• David A. Riley · Kenosha, US
• Howard E. Morton · Gurnee, US
• Sou-Jen Chang · Prairie View, US
• Cynthia B. Curty · Kenosha, US
• Daniel Plata · Wadsworth, US
• John Bellettini · Waukegan, US
• Bhadra Shelat · Lake Forest, US
• Tiffany Spitz · Highland Park, US
• Cheng-Xi Yang · Glenview, US

Key dates

• Filing date: Aug 6, 1998
• Grant date: Feb 6, 2001
• Expiry date: Aug 6, 2018

Classification

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

Abstract

Methods and novel intermediates of the formula: ##STR1## wherein R.sub.6 and R.sub.7 are lower alkyl or benzyl or R.sub.6 and R.sub.7 taken together are --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, R.sub.8 is C.sub.1 -C.sub.21 alkyl or a C.sub.2 -C.sub.21 monounsaturated alkenyl, which may optionally be substituted with substitution substituents independently selected from the group consisting of hydroxy, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkanoyl, amino, halo, cyano, azido, oxo, mercapto and nitro, and R.sub.9 is an alcohol protecting group. The intermediates are useful for the preparation of acyclic nucleoside derivatives of the formula: ##STR2## where one of R.sub.1 and R.sub.2 is an amino acid acyl group and the other of R.sub.1 and R.sub.2 is a --C(O)C.sub.3 -C.sub.21 saturated or monounsaturated, optionally substituted alkyl and R.sub.3 is OH or H; or a pharmaceutically acceptable salt thereof.