Adams J D, Woolf T F, Trevor A J, Williams L R, Castagnoli N
J Pharm Sci. 1982 Jun;71(6):658-61. doi: 10.1002/jps.2600710613.
The reaction characteristics of (S,S)-N-trifluoroacetylproline anhydride were examined in an attempt to develop a quantitative GC assay of the enantiomers of the sterically hindered, chiral amine ketamine. With the aid of the individual enantiomers of ketamine and the corresponding synthetic N-trifluoroacetylprolyl amides, it was found that the derivatization reaction proceeds stereoselectively, in poor yield, and with some degree of racemization of the acylating reagent. The results indicate that care must be exercised when prolyl derivatizing reagents are chosen for assaying chiral amines.
研究了(S,S)-N-三氟乙酰脯氨酸酐的反应特性，旨在开发一种对空间位阻手性胺氯胺酮对映体进行定量气相色谱分析的方法。借助氯胺酮的各个对映体以及相应的合成N-三氟乙酰脯氨酰胺，发现衍生化反应具有立体选择性，产率较低，且酰化试剂存在一定程度的外消旋化。结果表明，在选择脯氨酰衍生化试剂用于分析手性胺时必须谨慎。
