کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5276648 | 1385562 | 2007 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Use of the Mitsunobu reaction in the synthesis of orthogonally protected α,β-diaminopropionic acids
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Orthogonally protected α,β-diaminopropionic acids have been synthesised in good yields by the reaction of N-trityl l-serine esters with N-substituted sulfonamides under Mitsunobu reaction conditions (DEAD, PPh3, THF). The best isolated yields were obtained when N-Boc p-toluenesulfonamide was used as the nitrogen nucleophile precursor in the Mitsunobu reaction. Subsequently, the N-trityl group was efficiently replaced with the more stable allyloxycarbonyl (alloc) group.
The reaction of N-trityl l-serine esters with N-substituted sulfonamides (e.g., Boc-NH-Ts) under Mitsunobu conditions gives orthogonally protected α,β-diaminopropionic acids in good yields.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 48, Issue 28, 9 July 2007, Pages 4879-4882
Journal: Tetrahedron Letters - Volume 48, Issue 28, 9 July 2007, Pages 4879-4882
نویسندگان
Fintan Kelleher, Keith ó Proinsias,