6-氨基青霉烷酸、7-氨基-3-甲基-Δ3-头孢烯-4-羧酸和7-氨基-3-乙酰氧甲基-Δ3-头孢烯-4-羧酸的硅烷基衍生物的制备、鉴定及定量核磁共振测定

Preparation, identification, and quantitative NMR determination of silyl derivatives of 6-aminopenicillanic acid, 7-amino-3-methyl-delta3-cephem-4-carboxylic acid, and 7-amino-3-acetoxymethyl-delta3-cephem-4-carboxylic acid.

作者信息

Bortesi F, Cavalli S, Mangia A

出版信息

J Pharm Sci. 1977 Dec;66(12):1767-9. doi: 10.1002/jps.2600661230.

DOI:10.1002/jps.2600661230

Abstract

A rapid and accurate method for the quantitative determination of the extent and ratio of amino and carboxyl group trimethylsilylation of 6-aminopenicillanic acid, 7-amino-3-methyl-delta3-cephem-4-carboxylic acid, and 7-amino-3-acetoxymethyl-delta3-cephem-4-carboxylic acid is presented. The method utilizes NMR spectroscopy and is based on the difference in chemical shifts between N-trimethylsilyl and O-trimethylsilyl groups or, in cephalosporin derivatives, between the methyl group in the 3-position and free amino resonances. The spectra of the N,O-bis(trimethylsilyl) derivatives are discussed.

摘要

本文提出了一种快速、准确的方法，用于定量测定6-氨基青霉烷酸、7-氨基-3-甲基-Δ3-头孢烯-4-羧酸和7-氨基-3-乙酰氧甲基-Δ3-头孢烯-4-羧酸的氨基和羧基三甲基硅烷化程度及比例。该方法利用核磁共振光谱，基于N-三甲基硅烷基和O-三甲基硅烷基之间化学位移的差异，或者在头孢菌素衍生物中，基于3位甲基和游离氨基共振之间的差异。讨论了N，O-双（三甲基硅烷基）衍生物的光谱。

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