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[对-取代的DL-2-苯基甘氨酸辛酯的合成]

[The synthesis of P-substituted DL-2-phenylglycine octylesters].

作者信息

Sprung W D, Kobow M, Schulz E

机构信息

Institut für Pharmakologie und Toxikologie Bereich Medizin der Wilhelm-Pieck-Universität Rostock.

出版信息

Pharmazie. 1989 Aug;44(8):540-2.

PMID:2594823
Abstract

9 Titel compounds (p-RC6H4)CH(NH2.HCl)COO (CH2)7CH3 [R = F, Cl, HO, CH3O, CH3(CH2)3O, C6H5CH2O, CH3, (CH3)2CH and (CH3)2N.HCl] were obtained by esterification of p-substituted DL-2-phenylglycines with octanol either in the presence of dry hydrogen chloride (procedure A) or with thionyl chloride (procedure B). The advantages of the procedure B are the mild conditions, the more pure products, the possibility of esterification of diamino acids, and the stability of alkoxy groups as substituents. The synthesized octylesters are potential antiinflammatory and analgesic substances with spasmolytic activity.

摘要

通过在干燥氯化氢存在下(方法A)或用亚硫酰氯(方法B),将对取代的DL-2-苯甘氨酸与辛醇进行酯化反应,得到了9种标题化合物(p-RC6H4)CH(NH2·HCl)COO(CH2)7CH3 [R = F、Cl、HO、CH3O、CH3(CH2)3O、C6H5CH2O、CH3、(CH3)2CH和(CH3)2N·HCl]。方法B的优点是条件温和、产物更纯、二氨基酸酯化的可能性以及作为取代基的烷氧基的稳定性。合成的辛酯是具有解痉活性的潜在抗炎和止痛物质。

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