Tetrahedron p. 3113 - 3124 (1998)
Update date:2022-07-30
Topics:
Chao, Qi
Zhang, Jianzhong
Pickering, Lea
Jahnke, Tamera S.
Nair, Vasu
A novel class of dideoxynucleosides containing a bicyclic sugar moiety, structurally related to the natural griseolic acids, was synthesized starting from the stereochemically defined compound, 1,4:3,6-dianhydro-D-glucitol. The key intermediate in the synthesis was a [3.3.0] fused bicyclic glycal. Glycosylation of this compound with nucleobase proceeded both regiospecifically and stereospecifically in the presence of an auxiliary agent, N-iodosuccinamide. Changes in stereochemistry during the synthesis was monitored by optical rotation data and confirmed by both 1D and 2D NMR experiments. The synthetic approach described possesses general usefulness.
View MoreZhengzhou Minzhong Pharmaceutical Co.,ltd
Contact:0086-371-65797115
Address:15/F,Jiangshan Bldg, NO.126 Huanghe Road,Zhengzhou, China
Wuhan Konberd Biotech Co., Ltd.
Contact:+86-27-87205925
Address:NO.666, Gaoxin Road, Eastlake High-tech zone
Contact:+86-571-87010026
Address:202, Zhenhua Road,
jiangsu hualin chemical co.,ltd.
Contact:86-25-87787402
Address:jaingsu,china
Shanghai Sinofluoro Scientific Co., Ltd
Contact:+86-21-64279360
Address:Room 1006,Building 3,#58 East Xinjian Road, Shanghai ,201100,China,
Doi:10.1016/S0960-894X(98)00033-X
(1998)Doi:10.1021/jo00085a010
(1994)Doi:10.1021/jo025587+
(2002)Doi:10.1016/j.ejmech.2014.12.055
(2015)Doi:10.1021/jo9722820
(1998)Doi:10.1016/S0040-4039(98)00241-X
(1998)