Tetrahedron p. 1517 - 1522 (1982)
Update date:2022-08-05
Topics:
Loennberg, Harri
Several 5-substituted 1-(1-alkoxyethyl)cytosines have been prepared and the rate constants for their hydrolysis determined at various concentration of oxonium ion.The acidity constants for the monoprotonated substrates and the rate constants for their decomposition have been calculated from the pH-rate profiles obtained.The effects that varying the polar nature of the 1-alkoxyethyl group exerts on the heterolysis of the monoprotonated substrates are interpreted to indicate that the acidic hydrolysis of 1-(1-alkoxyethyl)cytosines proceeds by rate-limiting departure of protonated base moiety with formation of an oxocarbenium ion intermediate.The same mechanism is extended to the hydrolysis of cytidines by comparing the influences that the 5-substituents have on the heterolysis of protonated 5-substituted 1-(1-ethoxyethyl)cytosines and correspondingly substituted cytidines.
View MoreContact:86-10-62983737; +86-10-51287608
Address:4/F Building C, 2 Shangdi Xinxi Road
Contact:86-511-85210668 0511-85210668, 85210818, 85210898
Address:Yihai Garden E-902,NO.99 Daxi RD., Zhenjiang Jiiangsu ,China
Contact:+86-571-86025531 / 86024803
Address:1218-24 Guangyin Mansion,42 Fengqi East Road
TIANJIN GST CHEMICAL TECHNOLOGY CO., LTD
Contact:+86-22-25210964
Address:Room. 208, No. -12-C, No. 13, Xinbei Road, Tanggu District, New Haixin Area, Tianjin City, China
Hangzhou jls Flame Retardants Chemical Co.,Ltd
Contact:+86-571-87250387/87250386
Address:MOGANSHAN RODA 1418# SHANGCHENG INDUSTRIAL PARK
Doi:10.1016/S0040-4020(03)00425-3
(2003)Doi:10.1016/j.bmc.2004.10.016
(2005)Doi:10.1007/BF02495549
(1998)Doi:10.1021/ja00389a065
(1982)Doi:10.1021/ja00390a023
(1982)Doi:10.1021/ol047953c
(2005)