Multigram Scale Synthesis of Formyl Tetra-O-benzyl-β-D-C-glucopyranoside Using Benzothiazole as a Formyl Group Equivalent.

Multigram scale synthesis of formyl tetr

Multigram scale synthesis of formyl tetra-O-benzyl-β-d-C-glucopyranoside using benzothiazole as a formyl group equivalent

✍ Alessandro Dondoni; Alberto Marra 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 211 KB

The addition of 2-lithiobenzothiazole to D-gluconolactone followed by deoxygenation of the resulting ketose affords a mixture of benzothiazolyl aand b-D-glucopyranoside; treatment of this mixture with sodium methoxide gives the b-anomer from which the title aldehyde is obtained in a pure form by tra