Bhushan Ravi, Lal Manohar
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India.
Biomed Chromatogr. 2012 Dec;26(12):1582-8. doi: 10.1002/bmc.2735. Epub 2012 Apr 3.
(S)-Naproxen was used to synthesize a chiral reagent, (S)-2-(6-methoxynaphthalen-2-yl)propanehydrazide, by itsreaction with hydrazine hydrate in the presence of dicyclohexylcarbodiimide as coupling agent. The reagent was characterized and its chiral purity was established. It was used as a chiral derivatizing reagent for the synthesis of hydrazone diastereomers, under microwave irradiation, of certain chiral aldehydes and ketones. The respective diastereomers were separated by reversed-phase high-performance liquid chromatography using a binary solvent combination containing trifluoroacetic acid. The diastereomers were detected at 231 nm. The method was validated for accuracy, precision, and limit of detection (LOD). For a series of hydrazones the LOD was found to be in the range 1.62-1.65 pmol/mL.
（S）-萘普生在二环己基碳二亚胺作为偶联剂存在的情况下，与水合肼反应，用于合成手性试剂（S）-2-（6-甲氧基萘-2-基）丙酰肼。对该试剂进行了表征并确定了其手性纯度。它用作手性衍生化试剂，在微波辐射下合成某些手性醛和酮的腙非对映异构体。使用含有三氟乙酸的二元溶剂组合，通过反相高效液相色谱法分离各自的非对映异构体。在231nm处检测非对映异构体。该方法在准确性、精密度和检测限（LOD）方面得到了验证。对于一系列腙，发现检测限在1.62 - 1.65 pmol/mL范围内。
