Synthesis and NMR characteristics of N-acetyl-4-nitro, N-acetyl-5-nitro, N-acetyl-6-nitro and N-acetyl-7-nitrotryptophan methyl esters

被引:6
|
作者
King, Russell R. [1 ]
Calhoun, Larry A. [2 ]
机构
[1] Agr & Agr Food Canada, Potato Res Ctr, Fredericton, NB E3B 4Z7, Canada
[2] Univ New Brunswick, Dept Chem, Fredericton, NB E3B 5A3, Canada
关键词
NMR; (1)H NMR; (13)C NMR; nitroindoles; nitrotryptophans; TWO-DIMENSIONAL NMR; STREPTOMYCES-SCABIES; PHYTOTOXINS; TRYPTOPHAN; THAXTOMIN; PROTEINS;
D O I
10.1002/mrc.2377
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
N-acetyl-4-nitrotryptophan methyl ester (2), N-acetyl-5-nitrotryptophan methyl ester (3), N-acetyl-6-nitrotryptophan methyl ester (4) and N-acetyl-7-nitrotryptophan methyl ester (5) were synthesized through a modified malonic ester reaction of the appropriate nitrogramine analogs followed by methylation with BF(3)-methanol. Assignments of the (1)H and (13)C NMR chemical shifts were made using a combination of (1)H-(1)H COSY, (1)H-(13)C HETCOR and (1)H-(13)C selective INEPT experiments. Copyright (C) 2008 Crown in the right of Canada. Published by John Wiley & Sons, Ltd
引用
收藏
页码:273 / 276
页数:4
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