SYNTHESIS VIA A CYCLIC DIOXATRICHLOROPHOSPHORANE OF 1,3-DIBENZYL-2-PHOSPHONOOXY CITRATE

被引:9
作者
PANKOWSKI, AH [1 ]
MEEHAN, JD [1 ]
SALLIS, JD [1 ]
机构
[1] UNIV TASMANIA,DEPT BIOCHEM,HOBART,TAS 7001,AUSTRALIA
关键词
D O I
10.1016/S0040-4039(00)76002-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Phosphorylation of tribenzyl citrate with PCl5 proceeds via a cyclic dioxatrichlorophosphorane and results in the formation of 1,3-dibenzyl-2-phosphonooxy citrate. A mechanism for the phosphorylation and ester hydrolysis is proposed and the usefulness of the diester for producing triesters is discussed.
引用
收藏
页码:927 / 930
页数:4
相关论文
共 13 条
[1]   STUDIES ON THE GASTROINTESTINAL ABSORPTION OF PHOSPHOCITRATE, A POWERFUL CONTROLLER OF HYDROXYAPATITE FORMATION [J].
COOPER, CM ;
SALLIS, JD .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1993, 98 (1-3) :165-172
[2]  
GREENE TW, 1981, PROTECTIVE GROUPS OR, P151
[3]  
GURARII LI, 1977, DOKL AKAD NAUK SSSR+, V232, P1072
[4]  
GURARII LI, 1975, IAN SSSR KH, V11, P2563
[5]   The purification, properties, and uses of certain high-boiling organic liquids [J].
Hickman, KCD ;
Sanford, CR .
JOURNAL OF PHYSICAL CHEMISTRY, 1930, 34 (03) :637-653
[6]   A CONVENIENT GENERAL PROCEDURE FOR CONVERSION OF ALCOHOLS INTO THEIR MONOPHOSPHATE ESTERS [J].
KHWAJA, TA ;
REESE, CB ;
STEWART, JCM .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (15) :2092-&
[7]  
MEEHAN JD, 1993, UNPUB PHARM RES
[8]   THE SYNTHESIS OF CITRIC ACID PHOSPHATE [J].
MEYER, J ;
BOLEN, RJ ;
STAKELUM, IJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (09) :2094-2096
[9]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC AND MASS-SPECTROMETRIC IDENTIFICATION OF PHOSPHOCITRATE SYNTHESIZED BY HUMAN KIDNEY HOMOGENATE [J].
ROMANELLO, M ;
MICHALSKY, M ;
STAGNI, N ;
MORO, L ;
FAVRETTO, D ;
TRALDI, P .
JOURNAL OF CHROMATOGRAPHY-BIOMEDICAL APPLICATIONS, 1993, 616 (02) :167-173
[10]  
SALLIS J, 1993, PHOSPHORUS SULFUR, V76, P281