1958 年 78 巻 12 号 p. 1387-1390
Reduction of dihydrothiamines (VI: normal and iso compounds) (VII: pseudo compound) and thiamine (I) with sodium borohydride afforded tetrahydrothiamine (VIII) from (VI) and (I) when using a hydrous solvent, while dihydrothiamines were not reduced when using anhydrous solvent, and thiamine was reduced only to dihydro-thiamine. Pseudodihydrothiamine was not reduced even in a hydrous solvent. These facts suggest that isodihydrothiamine takes the ammonium-type structure (V) in a hydrous solvent. Spectral analysis of the hydrochloride of dihydrothiamine revealed their structures and the hydrochloride obtained from the pseudo compound was found to have undergone isomerization to the hydrochloride of isodihydrothiamine.