Helvetica Chimica Acta p. 895 - 912 (1996)
Update date:2022-08-18
Topics:
Neidlein, Richard
Feistauer, Helmut
The new 3-(diethoxyphosphoryl)-2-oxopropanoates 5 and 6 and -propanamides 1-4 with various amino substituents at C(3) were prepared (Scheme 2). These compounds exist, depending on N-substitution, as pure (E)-enols (in the case of 1 and 5) or as a mixture of three tautomeric forms (in the case of 1-4 and 6). The configuration could be unambiguously assigned from the 1H-, 13C-, and 31P-NMR spectra. Phosphinopyruvamide ( = (alkyloxyphosphinyl)pyruvamide) 9 was prepared in a similar manner in spite of the instability of phosphinate-derived carbanions. Some 3-(ethoxyimino)-2-oxobutylphosphonates, 11-13 (Scheme 5), and various 3,3-dimethoxy-2-oxoalkylphosphonates, 19-23 and 26-33 (Scheme 6), were available from the reaction of lithioalkylphosphonates with 2-(ethoxyimino)propanoates and 2,2-dimethoxyalkanoates, respectively. The 3,3-dimethoxybutylphosphonates 20, and 26-30 were cleaved to give 2,3-dioxobutylphosphonates 34-39 (Scheme 6). This method provides easy access to a new class of potentially pharmaceutically useful compounds.
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
Nanjing Chemical Material Corp.(NCMC)
website:http://www.njchemm.com
Contact:0086-25-83172879
Address:B12 Technology and Innovation Building, Nanjing Tech University, No.5 New Model Road
Fuxin Jintelai Fluorin Chemical Co., Ltd.
Contact:+86-0418-8229599
Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
Xi'an Kaixiang Photoelectric Technology Co., Ltd
website:http://www.kxmaterials.com/
Contact:86-29-15991651477
Address:Building 6, Biopharmaceutical Industry R&D Cluster Base, No. 16, Caotang 4th Road, Caotang Science and Technology Industrial Base, High-tech Zone, Xi'an City, Shaanxi Province, China
Doi:10.1021/ja972744r
(1998)Doi:10.1016/S1386-1425(01)00595-9
()Doi:10.1080/00397910701821051
(2008)Doi:10.1016/S0957-4166(02)00005-8
(2001)Doi:10.1002/cssc.201500869
(2015)Doi:10.1021/acs.jmedchem.9b00931
(2019)