کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1385017 | 982427 | 2009 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Catechuic acid and ethyl 2,4,5-trihydroxybenzoate from d-glucose
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from d-glucose-derived β-ketoester is described. The polyhydroxylated β-ketoester obtained from the hydrolysis of sugar β-ketoester 3 was subjected to an aldol-type condensation to get 4 that on enolization, dehydration, and hydrogenation afforded ethyl 2,4,5-trihydroxybenzoate (2). On the other hand, hydrogenation of aldol product 4 afforded polyhydroxylated keto-carbasugar 6, which on mild acid treatment and ester hydrolysis in basic media led to catechuic acid 1. Intermediate 4 is co-related to 3-dehydroshikimic acid, a biochemical intermediate from d-glucose in the synthesis of pro-catechuic acid.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Carbohydrate Research - Volume 344, Issue 6, 21 April 2009, Pages 734–738
Journal: Carbohydrate Research - Volume 344, Issue 6, 21 April 2009, Pages 734–738
نویسندگان
Namdeo N. Bhujbal, Omprakash P. Bande, Dilip D. Dhavale,