Tetrahedron p. 6033 - 6038 (1986)
Update date:2022-08-02
Topics:
Herrera, Lopez F. J.
Gonzalez, Pino M. S.
A practical synthetic route to 2-deoxy-3-O-methyl-1,4-aldonolactones is achieved.Isopropylidene derivatives of aldehyde sugars 1, (free or in lactol form), reacted with methyl hydrogen malonate to give α,β-unsaturated esters 2.In the case of lactols, the R group in 2 is not identical to the R in 1 (epimerisation occurs).Base-catalysed addition of methanol to the esters 2 afforded the epimeric ethers 3, acid hydrolisis of which yielded the 2-deoxy-3-O-methyl-1,4-aldonolactones 4.Degradation of the sugar chain permitted the assignment of the absolute configuration on C-3.
View MoreTianjin Jingye Fine Chemicals Co., Ltd.
Contact:+86-15722078107; +86-22-26911407
Address:Bohua Fine Chemicals Base of Petrochemical Industry Park, Nanhuan Road, Dagang District, Tianjin, 300271, P. R. China
Shanghai better-in Medical Technology Co.,LTD.
Contact:+86-21-38921049
Address:Lane 720 zhangjianggaoke cailun road, Pudong, Shanghai, room 513
HangZhou HuaYe Chemical Technology Co.,Ltd
Contact:+86-13505815007
Address:hangzhou
Yueyang Hudex Pharmaceuticals Ltd.
Contact:0730-8748800
Address:Wujiang Bridge,Yueyang Economy & Technology Development Zone
Hebei Lead Bio-Chemicals Co., Ltd.
website:http://www.ldbiochem.com
Contact:+86-311-87826503
Address:481, Heping West Road, Shijiazhuang,China
Doi:10.1248/cpb.30.1473
(1982)Doi:10.1021/ic00141a024
(1982)Doi:10.1111/j.1749-7345.2001.tb01091.x
(1914)Doi:10.1002/ejoc.200400351
(2004)Doi:10.1021/jm00353a020
(1982)Doi:10.1055/s-2006-939726
(2006)