کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5221799 | 1383432 | 2011 | 17 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Total synthesis of cucurbitoside-like phenolic glycosides by double fluorous and acyl mixture synthesis
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
The first and simultaneous total syntheses of cucurbitosides A, B, G, and I, seguinosides C and D, and two unnatural analogs were achieved using the technique of fluorous mixture synthesis. The eight precursors of cucurbitoside-like phenolic glycosides were prepared by glycosylation of a mixture of two glucopyranosyl acceptors bearing different fluorous benzyl groups with a mixture of four apiofuranosyl donors bearing benzoyl, 3-methylbutyryl, 4-benzyloxybenzoyl, and 4-nitrobenzoyl groups, followed by a single run of HPLC with serially connected Fluophase® RP and Inertsil® ODS-3 columns. Finally, the individual pure disaccharide precursors were detagged to yield the eight cucurbitoside-like phenolic glycosides.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 67, Issue 43, 28 October 2011, Pages 8276-8292
Journal: Tetrahedron - Volume 67, Issue 43, 28 October 2011, Pages 8276-8292
نویسندگان
Masaru Kojima, Yutaka Nakamura, Kazuki Komori, Shoji Akai, Ken-ichi Sato, Seiji Takeuchi,