Porphyrins with exocyclic rings .8. Synthesis of nitrogen-15 and carbon-13 labeled 2,3:7,8:12,13:17,18-tetrabutanoporphyrin

被引：14
作者：
Chen, SH
Lash, TD
机构：
[1] Department of Chemistry, Illinois State University, Normal
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1997年 / 34卷 / 01期
关键词：
D O I：
10.1002/jhet.5570340141
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Nitrogen-15 labeled butyl 4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate was prepared via butyl isocyanoacetate from N-15-glycine in an overall 46% yield. This bicyclic intermediate was converted into nitrogen-15 and carbon-13 labeled 2,3:7,8:12,13:17,18-tetrabutanoporphyrin, a useful model system for the sedimentary tetrahydrobenzoporphyrins.
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页码：273 / 278
页数：6
相关论文
共 55 条
[1]  
BARTON DHR, 1990, TETRAHEDRON, V46, P7587
[2]   A NEW SYNTHESIS OF PYRROLES FROM NITROALKENES [J].
BARTON, DHR ;
ZARD, SZ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (16) :1098-1100
[3]  
BARWISE AJG, 1987, ACS SYM SER, V344, P100
[4]  
BATTERSBY AR, 1982, J CHEM SOC PERK T 1, P2427, DOI 10.1039/p19820002427
[5]   BIOSYNTHESIS OF PORPHYRINS AND RELATED MACROCYCLES .3. RATIONAL SYNTHESES OF [BETA-C-13]-,[GAMMA-C-13]-, AND [DELTA-C-13]-PROTOPORPHYRIN-IX - ASSIGNMENT OF C-13 NUCLEAR MAGNETIC-RESONANCE SIGNALS FROM MESOCARBON ATOMS OF PROTOPORPHYRIN-IX DIMETHYL ESTER [J].
BATTERSBY, AR ;
HODGSON, GL ;
IHARA, M ;
MCDONALD, E ;
SAUNDERS, J .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (23) :2923-2935
[6]   A CONVENIENT PREPARATION OF BENZYL 4-(R1)-3-(R2)PYRROLE-2-CARBOXYLATES [J].
BURNS, DH ;
JABARA, CS ;
BURDEN, MW .
SYNTHETIC COMMUNICATIONS, 1995, 25 (03) :379-387
[7]  
CHEN S, 1995, THESIS ILLINOIS STAT
[8]   Fingerprinting petroporphyrin structures with vibrational spectroscopy .4. Resonance Raman spectra of nickel(II) cycloalkanoporphyrins: Structural effects due to exocyclic ring size [J].
Czernuszewicz, RS ;
Rankin, JG ;
Lash, TD .
INORGANIC CHEMISTRY, 1996, 35 (01) :199-209
[9]   NICKEL OCTAETHYLPORPHYRIN RUFFLING DYNAMICS FROM RESONANCE RAMAN-SPECTROSCOPY [J].
CZERNUSZEWICZ, RS ;
LI, XY ;
SPIRO, TG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (18) :7024-7031
[10]   SYNTHESIS OF BENZYL AND TERT-BUTYL 3-(2-METHOXYCARBONYLETHYL)-4-METHYLPYRROLE-2-CARBOXYLATES FROM METHYL 4-OXOBUTANOATE [J].
DRINAN, MA ;
LASH, TD .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (01) :255-257
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