Studies on the Allied Compounds of Vitamin B₁. XXII. Acylation of Thiothiamine and Its Derivatives.

Abstract

1) Acetylation of perhydrofurothiothiamine (II) and thiothiamine (III) with acid anhydride respectively gave N-acylated perhydrofurothiothiamine (IV) and N, O-diacylated thiothiamine (V). Treatment of N, O-diacetylthiothiamine with acetic anhydride in pyridine afforded N, N, O-triacetylthiothiamine (VI). Alkali treatment of (V) gave N-acylated thiothiamines. 2) Attempts to obtain lipoic anhydride, for the synthesis of N-lipoylthiothiamine, were without avail.