Journal of Organic Chemistry p. 5599 - 5605 (2005)
Update date:2022-08-03
Topics:
Yu, Xiao Ming
Han, Huijong
Blagg, Brian S. J.
Numerous biologically active natural products contain furanoses and pyranoses with mono- and dihydroxylated substituents. However, much of the structure-activity studies on such molecules is gathered on the aglycons without attention to the corresponding carbohydrate components. Consequently, there are few synthetic procedures that enable the rapid preparation of mono- and dihydroxyfuranoses and mono- and dihydroxypyranoses and no report for a 3,4-dihydroxyoxepanose. In this article we report the practical synthesis of orthogonally protected five-, six-, and seven-membered carbohydrate derivatives. The succinct manner in which these molecules were synthesized allows the rapid preparation of analogues aimed at discovering the role of ring size and individual hydroxyl moieties on the pyranose skeleton.
View MoreContact:+1 (647) 918 5848
Address:2343 BRIMLEY RD., Suite 250
Suzhou Chiral Pharmaceuticals Co., Ltd.
Contact:86-0512-63197058
Address:Building A, No. 2358, Chang'an Road, Wujiang Science Park
Beijing Zhongshuo Pharmaceutical T & D Co.,Ltd
Contact:0086-10-64430626
Address:ea No 16, HEPINGLI,DONGCHENG DISTRICT,BEIJING,P.R.CHINA.
Pengchen New Material Technology Co., Ltd.
Contact:+86-512-63680537
Address:99.6 km of national road 318, Meiyan Community,Pingwang Town, Wujiang District, Suzhou 215225
Contact:+44 (0)161 367 9441
Address:
Doi:10.1021/jo01047a041
(1963)Doi:10.1021/acs.joc.7b01121
(2017)Doi:10.1021/jo01289a038
(1980)Doi:10.1016/S0040-4020(01)91269-4
(1984)Doi:10.1021/ja00294a053
(1985)Doi:10.1021/jo701302a
(2007)