SYNTHESES AND CONFORMATIONAL-ANALYSES OF SOME 3-AMINO-2,5-DIOXO-2,3,4,5-TETRAHYDRO-1H-1-BENZAZEPINE DERIVATIVES - X-RAY CRYSTAL-STRUCTURE OF 3S-3-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-2,5-DIOXO-2,3,4,5-TETRAHYDRO-1H-1-BENZAZEPINE

被引:8
作者
BALL, JB [1 ]
WONG, MG [1 ]
CAPUANO, B [1 ]
GULBIS, JM [1 ]
MACKAY, MF [1 ]
ALEWOOD, PF [1 ]
机构
[1] LA TROBE UNIV,DEPT CHEM,BUNDOORA,VIC 3083,AUSTRALIA
关键词
D O I
10.1002/jhet.5570270231
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The constrained dipeptide mimic 1 was synthesized from 2 in three steps with 65% overall yield. Analyses of the 1H nmr data of a number of 3‐amino‐2,5‐dioxo‐2,3,4,5‐tetrahydro‐1H‐1‐benzazepine derivatives led to the conclusion that these compounds adopt a similar conformation and that this ring system is rigid. X‐ray crystallography was used to define the structure of 3, and computer‐aided energy minimization of 6 gave a preferred conformation similar to that observed in the crystal of 3. Copyright © 1990 Journal of Heterocyclic Chemistry
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页码:279 / 286
页数:8
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