AN IMPROVED METHOD FOR THE PREPARATION OF FORMYLDEUTEROPORPHYRINS - SYNTHESIS OF BIOLOGICALLY RELEVANT PORPHYRINS

被引:18
作者
MONTFORTS, FP
SCHEURICH, G
MEIER, A
HAAKE, G
HOPER, F
机构
[1] Institut für Organische Chemie, FB 2 Biologic/Chemie, 2800 Bremen 33
关键词
D O I
10.1016/0040-4039(91)80810-S
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Pure 3 and 8 formyldeuteroporphyrin dimethylester isomers 3a,b have been prepared in high yield by formylation of readily accessible deuteroporphyrin dimethylester 1 with trimethyl orthoformate in trifluoroacetic acid and subsequent chromatographic separation of the mixture of isomers. The formylporphyrins can be transformed into synthetically and biologically useful derivatives.
引用
收藏
页码:3477 / 3480
页数:4
相关论文
共 12 条
[1]  
BAMFIELD R, 1968, J CHEM SOC, P1259
[2]  
BLIESNER KM, 1968, LIEBIGS ANN CHEM, V718, P149
[3]  
DiNello R. K., 1978, PORPHYRINS, V1, P289
[4]  
DOUGHERTY TJ, 1976, CANCER RES, V38, P3628
[5]   SYNTHESES OF PEMPTOPORPHYRIN, ISOPEMPTOPORPHYRIN, AND PROTOPORPHYRIN IX DIMETHYL ESTERS [J].
GRIGG, R ;
JOHNSON, AW ;
ROCHE, M .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (14) :1928-&
[6]   PYRROLES AND RELATED COMPOUNDS .25. "PEMPTOPORPHYRIN,ISOPEMPTOPORPHYRIN, AND CHLOROCRUOROPORPHYRIN (SPIROGRAPHIS-PORPHYRIN) [J].
JACKSON, AH ;
KENNER, GW ;
WASS, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (04) :480-490
[7]   FACILE ENTRY TO GEMINALLY DIALKYLATED CHLORINS [J].
MONTFORTS, FP ;
ZIMMERMANN, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (05) :458-459
[8]  
MONTFORTS FP, 1991, TETRAHEDRON LETT, V32
[9]   POTENTIAL PHOTOSENSITIZERS FOR PHOTODYNAMIC TUMOR-THERAPY .1. PHOTOPHYSICAL PROPERTIES OF 2 CHLORIN DERIVATIVES [J].
SCHERMANN, G ;
VOLCKER, A ;
SEIKEL, K ;
SCHMIDT, R ;
BRAUER, HD ;
MONTFORTS, FP .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1990, 51 (01) :45-51
[10]   ELECTROPHILIC SUBSTITUTION-REACTIONS OF DERIVATIVES OF DEUTEROPORPHYRIN-IX - DEUTERIATION AND VILSMEIER FORMYLATION [J].
SMITH, KM ;
LANGRY, KC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (02) :439-444