کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5225849 1383559 2010 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of new di- and triamine diosgenin dimers
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis of new di- and triamine diosgenin dimers
چکیده انگلیسی

In this study, a high yield synthesis of symmetrical steroidal polyamine dimers was achieved by the dimerization of (25R)-3β-acetoxyfurost-5-en-26-al via several di- and triamine linkers under mild conditions. To ensure the dimerization via E-E ring, the hydroxyl group in diosgenin was protected by an acetyl group. The important step is opening the spiroketal moiety using NaCNBH3/AcOH to furnish the primary alcohol at C-26, followed by oxidation using PCC/CH2Cl2 to synthesize the desired aldehyde. Finally, reductive amination with diaminopropane, diaminobutane, diaminohexane, and spermidine using Na(OAc)3BH as reducing agent, afforded the required four dimers.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 66, Issue 6, 6 February 2010, Pages 1420-1423
نویسندگان
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