Journal of the Chemical Society. Perkin transactions II p. 525 - 530 (1986)
Update date:2022-09-26
Topics:
Seela, Frank
Menkhoff, Sabine
Behrendt, Silvia
2'-Deoxy-2-methoxytubercidin (6a) which was prepared from the nucleobase (1a) with the halogenose (2) via phase-transfer glycosylation isomerizes rapidly under acidic conditions.Two pyranosides <(7a) and (8a)> and the anomeric furanoside (5a) are formed.The isomerization process was followed kinetically, demonstrating that furanoside formation is kinetically controlled whereas the β-pyranoside (7a) is the thermodynamically most stable product.From 2'-deoxytubercidin (6b) similar results were obtained but isomerization was slow, compared with (6a).The ribonucleoside tubercidin (6c) did isomerize only under vigorous acid treatment leading to the α-furanoside (5c) and the nucleobase (1c) by cleavage of the N-glycosylic bond.
View MoreShanghai Yuantai Chemical Products Co., Ltd
Contact:021--66129803
Address:Chengyin Road,Shanghai,China
Chengdu NoVi Biotechnology Co., Ltd.(expird)
Contact:13551243286/028-81458053
Address:NO.168-1-224 JULONG ROAD WUHOU DISTRICT, CHENGDU CITY,SICHUAN PROVINCE
Tianjin Dongchang Fine Chemical Industry Co., Ltd.
Contact:+86-22-29894595
Address:Economic Developing Zone, Ji County, Tianjin, China
Changzhou naidechemical Co.Ltd
Contact:+86-519-82589807
Address:NO.25,Houyang street,Jintan,Changzhou City
SHANXI XINTIANYUAN PHARMACEUTICAL CO., LTD.
website:http://www.tychemical.com
Contact:0086-358-3521713 3521715
Address:No. 1 Yintong Road, Shanxi Jiaocheng Economic Development Zone, Xiajiaying Town, Jiaocheng County, Lvliang City, Shanxi Province, China
Doi:10.1139/v79-120
(1979)Doi:10.1016/j.tetlet.2008.03.096
(2008)Doi:10.1021/ja802982h
(2008)Doi:10.1016/0022-328X(85)80305-3
(1985)Doi:10.1039/c1gc15707h
(2011)Doi:10.1055/s-0030-1259905
(2011)
