학술논문
Practical total synthesis of the anti-influenza drug GS-4104
Document Type
Academic Journal
Author
Source
Journal of Organic Chemistry. June 26, 1998, Vol. 63 Issue 13, p4545, 6 p.
Subject
Language
ISSN
0022-3263
Abstract
The ethyl ester pro-drug GS-4104 was synthesized via a 12-step procedure that uses an efficient reductive ketal opening for the formation of 3-pentyl ester. The method may be employed for kilogram-scale syntheses since it does not require chromatography and needs only three intermediates. It resulted in an overall yield of 4.4% with a mean of 77.2% yield per step from (-)-quinic acid and 21% yield from (-)-shikimic acid.