甲磺酸酯

甲磺酸酯陰離子结构式
甲磺酸酯陰離子的"球及棒"狀模型

甲磺酸酯mesylate)在化學上是指所有的"甲磺酸"(CH3SO3H)和醇或醇的类似物形成的衍生物。當辯證醫藥品所含有的(官能团自由基)或"陰離子"(anion)之国际非专利药品名称時,甲磺酸酯(mesylate)正確的拼寫是甲磺酸(mesilate,"甲磺酸伊马替尼"(imatinib mesilate)、又為"伊馬替尼甲磺酸")。[1]

甲磺酸酯是有机化合物(團)且共享著一般的結構CH3SO2O−R(簡稱MsO−R)的普通官能团,其中R是一種"有機取代物"(organic substituent)。甲磺酸酯在亲核取代反应上被認為是一種極佳的離去基團

"甲磺酰基"(mesyl)是"甲磺酸酯"(methanesulfonyl)或CH3SO2(Ms−)官能團的術語。比如,甲基磺酰氯通常被稱為"甲磺酰氯"(mesyl chloride)。

製備

甲磺酸酯在具有鹽基(通常為鹽基、如三乙胺)的情況下可使用及與甲基磺酰氯進行製備。[2]

甲磺酸酯可使用醇、甲磺酸酐(Methanesulfonic anhydride)及鹽基的複合情況下進行製備,雖然這種方法通常用於僅當考慮"氯親核性"的情況才使用。

參見

註釋

  1. ^ World Health Organization. International Nonproprietary Names Modified (PDF). INN Working Document 05.167/3. WHO. February 2006 [2014-03-16]. (原始内容存档 (PDF)于2013-10-26).  Retrieved 5 December 2008.
  2. ^ Rick L. Danheiser, Yeun-Min Tsai, and David M. Fink (1993). "A General Method for the Synthesis of Allenylsilanes: 1-Methyl-1-(trimethylsilyl)allene". Org. Synth.; Coll. Vol. 8: 471.  (a procedure illustrating the use of mesylates)

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