Medicinal Chemistry Research p. 53 - 61 (2008)
Update date:2022-08-04
Topics:
Tripathi
Dwivedi, Namrata
Singh, Nimisha
Misra, Mridul
5,6-O-isopropylidene-2,3-di-O-methyl ascorbic acid (2), obtained by reaction of acetone with ascorbic acid (1) followed by methylation with methyl iodide, on 1,8-Diazabicyclo[5.4.0]undec-7-ene-catalyzed elimination of acetone moiety led to the formation of respective 2,3-di-O-methyl didehydro-L-ascorbic acid (4) in good yield. The latter, on methanesulfonylation with methanesulfonyl chloride and subsequent reaction of the crude methanesulfonyloxy derivative with imidazole, benzimidazole, and adenine resulted in the corresponding tetronolactonyl nucleoside analogs 5, 6, and 7. Compound 5 on reaction with benzyl amine led to the N-benzylated teramyl nucleoside analog, while compounds 6 and 7 did not react under similar conditions. All the synthesized compounds were evaluated for their antitubercular activity against M. tuberculosis H 37Ra and H37Rv, exhibiting a minimum inhibitory concentration (MIC) of more than12.5 μg/mL.
View Morehangzhou verychem science and technology co.ltd
website:http://www.verypharm.com
Contact:+86-571-88162785; 88162786
Address:F1502, 753 Shenhua road, Hangzhou, China
Jinan Decheng Hemu Medical Technology Co.,Ltd.
Contact:+86-531-68650525
Address:NO.554 Zhengfeng Road High-new Technology Development Zone
Chengdu Pukang Biotechnology Co., Ltd
website:http://www.pu-kang.com
Contact:86-028-63976226
Address:No. 868 Xiwang Road,Xinjin county,Chengdu city, China
chengdu firsterchem Pharmaceutical Co., Ltd.
Contact:028-66825849
Address:chengdu
Contact:86-310-8067016
Address:East Fuhua Road,Tiexi Chemical Industrial Estate,Hebei,China
Doi:10.1002/jhet.5570230208
(1986)Doi:10.1021/jp970682l
(1997)Doi:10.1039/jr9610000206
(1961)Doi:10.1002/adsc.200700369
(2007)Doi:10.1016/j.carres.2008.05.001
(2008)Doi:10.1021/jo01112a011
(1956)