کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5214975 1383214 2015 6 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
A facile method for converting alcohol to thioether and its application in the synthesis of a novel GPR119 agonist
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
A facile method for converting alcohol to thioether and its application in the synthesis of a novel GPR119 agonist
چکیده انگلیسی

We studied a modified Mitsunobu reaction for the direct conversion of alcohol to thioether, resulting in a high yield and requiring fewer steps. A facile method for synthesizing a novel GPR119 agonist, (R)-1,1,1-trifluoropropan-2-yl-6-(4-(((pyridin-2-ylmethyl)sulfonyl)methyl)phenyl)spiro[chromane-2,4′-piperidine]-1′-carboxylate (1), was established starting from the key intermediate alcohol 3 to pyridylmethylthioether 14 by using PPh3(OCH2CF3)2 without protection of the piperidine moiety, resulting in an excellent yield. Finally, the efficient oxidation of the sulfide and carbamoylation of the piperidine moiety afforded the desired product 1.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 71, Issue 21, 27 May 2015, Pages 3231-3236
نویسندگان
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