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An Improved Method for the Capillary Gas Chromatographic Derivatization of Polyhydroxylated Steroids Having tert-Hydroxyl Groups

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Abstract

An improved method for a suitable derivatization of polyhydroxylated steroids having one or two tert-hydroxyl groups at the 5β-, 14α-, 17α-, 24-, and/or 25-positions by capillary gas chromatography (CGC) is described. By using trimethylsilyl triflate as a silylating reagent and 2,6-lutidine as a catalyst, each of 5β-cholane and 5α-cholestane series of steroids was successfully transformed into trimethylsilyl (TMS) ether derivatives to give a single CGC peak under mild conditions. More bulky triethylsilyl (TES) etherification of 14α- and 17α-hydroxy compounds provided multiple CGC peaks arising from completely- and/or incompletely-derivatized TES ethers accompanied by their thermal elimination products.

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Authors and Affiliations

  1. Department of Chemistry, College of Humanities & Sciences, Nihon University, Setagaya, Sakurajousui, Tokyo, 156-8550, Japan

    Takashi Iida, Keisuke Shiraishi, Shoujiro Ogawa & Junichi Goto

  2. Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai, 980-8578, Japan

    Toshio Nambara

Authors
  1. Takashi Iida
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  2. Keisuke Shiraishi
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  3. Shoujiro Ogawa
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  4. Junichi Goto
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  5. Toshio Nambara
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Correspondence to Takashi Iida.

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† To whom correspondence should be addressed.

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Iida, T., Shiraishi, K., Ogawa, S. et al. An Improved Method for the Capillary Gas Chromatographic Derivatization of Polyhydroxylated Steroids Having tert-Hydroxyl Groups. ANAL. SCI. 19, 1317–1321 (2003). https://doi.org/10.2116/analsci.19.1317

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  • DOI: https://doi.org/10.2116/analsci.19.1317

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