کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1389619 | 982904 | 2008 | 12 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Stereoselective synthesis of a model α-glycoside of the β-d-ManNAcp-(1→4)-d-Glc disaccharide starting from lactose, avoiding the β-mannosaminylation step
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
A model isopropyl α-glycoside of the β-d-ManNAc-(1→4)-d-Glc disaccharide has been prepared from lactose, avoiding the β-mannosaminylation step. Three complementary approaches involving first the preparation and then the glycosidation of β-thiophenyl donors of the protected disaccharides, (a) β-d-ManNAc-(1→4)-d-Glc, (b) β-d-TalNAc-(1→4)-d-Glc and (c) lactose, were compared. The best results were obtained employing a suitably protected lactose donor, and submitting its α-isopropyl glycoside to an amination with inversion in position 2′ followed by an epimerization at C-4′.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Carbohydrate Research - Volume 343, Issue 15, 13 October 2008, Pages 2545–2556
Journal: Carbohydrate Research - Volume 343, Issue 15, 13 October 2008, Pages 2545–2556
نویسندگان
Emanuele Attolino, Filippo Bonaccorsi, Giorgio Catelani, Felicia D’Andrea,