A novel synthetic rout to 7 alpha-methoxycephalosporins.
A novel synthetic rout to 7 alpha-methoxycephalosporins.
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7 种 α-甲氧基头孢菌素的新合成路线。
DOI：
10.1021/ja00458a058
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发表时间：
1977
影响因子：
15
通讯作者：
T. Hiraoka
中科院分区：
文献类型：
--
作者：
T. Kobayashi;K. Iino;T. Hiraoka
与头孢菌素的例子类似，经过亚砜基转移重排到20 （NMR =¿90%，一个异构体），并酰基化（PhCH2COCl, PhN (Et) 2, CH2C12, 0 C）得到21。此外，硫肟18经过上述修饰的重排条件，然后酰化，得到6a-甲氧基苯胺22（从18得到91%）。我们正在继续调查这些转变的范围和机制。作者谨对William H. Koster博士和William A. Slusarchyk博士在本研究过程中进行的有益讨论表示感谢。我们也要感谢施贵宝研究所分析部的协助，特别是M. Puar博士获取和解释核磁共振数据。
0 analogy with the cephalosporin example, underwent sulfenyl transfer rearrangement to 20 (=¿ 90% by NMR, one isomer) which was acylated (PhCH2COCl, PhN (Et) 2, CH2C12, 0 C) to yield 21. In addition, subjection of thiooxime 18 to the above modified rearrangement conditions, followed by acylation, afforded 6a-methoxypenam 22 (91% from 18). I6· 17 We are continuing to investigate the scope and mechanism of these transformations.Acknowledgment. The authors wish to express their grati-tude to Dr. William H. Koster and Dr. William A. Slusarchyk for useful discussions during the course of this research. We also wish to thank the Squibb Institute Analytical Department for their assistance, especially Dr. M. Puar for obtaining and interpreting NMR data.