Studies on Organophosphorus Compounds XLVII: Acetyl Chloride - A Versatile Reagent for the Synthesis of 1-Aminoalkyl- and Amino(aryl)methylphosphonic Acid Derivatives
作者:Chengye Yuan、Shoujun Chen、Guohong Wang
DOI:10.1055/s-1991-26503
日期:——
Acetyl chloride is used successfully in the synthesis of 1-aminoalkyl- and amino(aryl)methylphosphonic acid derivatives by a three-component condensation reaction involving diethyl phosphoramidate, aldehydes and diphenyl phosphite. Furthermore, in the reaction of benzyl carbamate, aldehydes and phosphorus(III) chloride, acetyl chloride facilates the formation of alkyl hydrogen 1-(benzyloxycarbonylamino)alkylphosphonates or aryl(benzyloxycarbonylamino) methylphosphonates, key intermediates in the synthesis of phosphonopeptide with a P-N bond. In comparison with other methods, the present variation affords wider scope of application including the use of some aliphatic aldehydes, fair yields and mild reaction conditions.
乙酰氯被成功用于通过涉及磷酰胺酸二乙酯、醛和亚磷酸二苯酯的三组分缩合反应合成 1-氨基烷基和氨基(芳基)甲基膦酸衍生物。 此外,在氨基甲酸苄酯、醛类和氯化磷(III)的反应中,乙酰氯有助于形成烷基氢 1-(苄氧羰基氨基)烷基膦酸盐或芳基(苄氧羰基氨基)甲基膦酸盐,它们是合成具有 P-N 键的膦肽的关键中间体。与其他方法相比,本变体具有更广泛的应用范围,包括使用一些脂肪族醛、较高的产率和温和的反应条件。