DIRECT ESTERIFICATION OF PHOSPHATES WITH VARIOUS HALIDES AND ITS APPLICATION TO SYNTHESIS OF CAMP ALKYL TRIESTERS

被引:22
作者
FURUTA, T [1 ]
TORIGAI, H [1 ]
OSAWA, T [1 ]
IWAMURA, M [1 ]
机构
[1] TOHO UNIV,FAC SCI,DEPT BIOMOLEC SCI,2-2-1 MIYAMA,FUNABASHI,CHIBA 274,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 24期
关键词
D O I
10.1039/p19930003139
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Esterification of phosphates with various halides, including acid chlorides, phosphoryl trichloride and tin chloride, was achieved in 57-99% isolated yield using silver(I) oxide. The reaction was successfully applied to the preparation of phosphate triesters sensitive to acids and bases. cAMP benzyl esters were also prepared by this method.
引用
收藏
页码:3139 / 3142
页数:4
相关论文
共 19 条
[1]   STUDIES ON PHOSPHORYLATION .5. THE REACTION OF TERTIARY BASES WITH ESTERS OF PHOSPHOROUS, PHOSPHORIC, AND PYROPHOSPHORIC ACIDS - A NEW METHOD OF SELECTIVE DEBENZYLATION [J].
BADDILEY, J ;
CLARK, VM ;
MICHALSKI, JJ ;
TODD, AR .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (APR) :815-821
[2]   NEW PHOTOLABILE PHOSPHATE PROTECTING GROUPS [J].
BALDWIN, JE ;
MCCONNAUGHIE, AW ;
MOLONEY, MG ;
PRATT, AJ ;
SHIM, SB .
TETRAHEDRON, 1990, 46 (19) :6879-6884
[3]   ZUR CHEMIE DER ENERGIEREICHEN PHOSPHATE .4. ESTER DER TRIMETAPHOSPHORSAURE [J].
CRAMER, F ;
HETTLER, H .
CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (06) :1181-1188
[4]   SYNTHESIS, STRUCTURE, AND REACTIVITY OF ADENOSINE CYCLIC 3',5'-PHOSPHATE BENZYL TRIESTERS [J].
ENGELS, J ;
SCHLAEGER, EJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1977, 20 (07) :907-911
[5]  
ENGELS J, 1975, NUCLEIC ACIDS RES, V1, pS113
[6]   NEW PHOTOCHEMICALLY LABILE PROTECTING GROUP FOR PHOSPHATES [J].
FURUTA, T ;
TORIGAI, H ;
OSAWA, T ;
IWAMURA, M .
CHEMISTRY LETTERS, 1993, (07) :1179-1182
[7]  
Hayakawa Y., 1991, COMPREHENSIVE ORGANI, V6, P601
[8]  
IWAMURA M, 1991, SYNLETT, P35
[9]   1-PYRENYLMETHYL ESTERS, PHOTOLABILE PROTECTING GROUPS FOR CARBOXYLIC-ACIDS [J].
IWAMURA, M ;
ISHIKAWA, T ;
KOYAMA, Y ;
SAKUMA, K ;
IWAMURA, H .
TETRAHEDRON LETTERS, 1987, 28 (06) :679-682
[10]   PHOTOREACTIVITY OF 1-PYRENYLMETHYL ESTERS - DEPENDENCE ON THE STRUCTURE OF THE CARBOXYLIC-ACID MOIETIES AND THE NATURE OF THE EXCITED-STATES [J].
IWAMURA, M ;
TOKUDA, K ;
KOGA, N ;
IWAMURA, H .
CHEMISTRY LETTERS, 1987, (09) :1729-1732