Simple Stereocontrolled Synthesis of Methyl 2-Deoxy-d-erythro-hexopyranosid-4-uloses,Thromboxane B2 (TXB2) Precursors,from d-Galactose |
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| Authors: | Oscar Moradei Cecile du Mortier Alicia Fernández Cirelli Joachim Thiem |
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| Institution: | 1. Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales , Universidad de Buenos Aires , Pab. II, Ciudad Universitaria, 1428, Buenos Aires, Argentina;2. Institut für Organische Chemie, Universit?t Hamburg , Germany |
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| Abstract: | Abstract The stereospecific synthesis of methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-d-erythro-hexopyranosid-4-ulose (5) - a Thromboxane B2 (TXB2) precursor -starting from D-galactose is described. Facile and established methods including selective benzoylation, oxidation-elimination and a stereocontrolled hydrogenation (Pd/charcoal) were employed effectively. |
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