کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5276357 | 1385555 | 2007 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Synthesis of an analogue of lavendamycin and of conformationally restricted derivatives by cyclization via a hemiaminal intermediate
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Synthesis of an analogue of lavendamycin and of conformationally restricted derivatives by cyclization via a hemiaminal intermediate Synthesis of an analogue of lavendamycin and of conformationally restricted derivatives by cyclization via a hemiaminal intermediate](/preview/png/5276357.png)
چکیده انگلیسی
Quinoline 12 was obtained by a Friedländer reaction from 2-aminobenzaldehyde and methyl acetoacetate. Reduction, silylation then oxidation provided compound 8a. A Pictet-Spengler reaction between the latter and tryptophan methyl ester yielded compound 14, then compound 7 by desilylation. Numerous attempts to prepare a cyclized derivative of this analogue of lavendamycin 7 by conventional ways failed. Fortunately, a good result was obtained via a hemiaminal intermediate and compound 21 was thus obtained in satisfactory yield. A conjugate addition occurred in the course of its reduction which led to compound 22. Biological tests were carried out with compound 7 and the conformationally restricted analogues 21 and 22.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 48, Issue 34, 20 August 2007, Pages 6014-6018
Journal: Tetrahedron Letters - Volume 48, Issue 34, 20 August 2007, Pages 6014-6018
نویسندگان
Arnaud Nourry, Stéphanie Legoupy, François Huet,