【摘要】 O-四乙酰基-2-氨基-2-脱羟-D-葡萄吡喃糖与相应的溴代脂酰氯作用,生成溴乙酰胺(Ⅱa),β-溴丙酰胺(Ⅳa),α,β-二溴丙酰胺(Ⅴa)及α,α′-二溴己二酰胺(Ⅵa)。这些溴代酰胺以及相应已知的α-溴丙酰胺(Ⅲa)与乙硫羟酸钾的置换作用生成相应的乙酰巯基脂酰胺。巯基及羟基上的乙酰基用甲醇钠水解后制成2-氨基葡萄糖的四种巯基脂酰胺(Ⅱc,Ⅲc,Ⅳc,Ⅵc)。更多还原

【Abstract】 2, 3-Dimercaptopropanol (BAL, I) is an effective detoxificating agent for heavymetals such as antimony. The conversion of this compound into its glucoside("BAL intrav") results in increased water-solubility and diminished toxicity.However, it has not been possible to prepare this glucoside in a chemical purestate. Moreover, it readily resinifies with loss of activity. Attempts have been madein the present work to prepare some other sugar derivatives of thiols, and thepreparation of some N-mercaptoacyl derivatives of D-glucosamine is now reported. O-Tetraacetyl glucosamine in chloroform was condensed with the corres-ponding bromoacyl chlorides in the presence of solid sodium bicarbonate, givingN-bromoacetyl (Ⅱa), β-bromopropionyl (Ⅳa) α,β- dibromopropionyl (Ⅴa) andα,α’- dibromoadipyl (ⅤⅠa) derivatives. These bromo-compounds, as well as theknown α-bromopropionyl derivative (Ⅲa), were converted into the correspondingN-acetylmercaptoacyl derivatives on treatment with potassium thiolacetate inethanolic solution. Hydrolytic removal of the S- and O-acetyl groups by meansof sodium methoxide gave four mercaptocarboxylio acid amides of D-glucosamine(Ⅱc, Ⅲc, Ⅳc, Ⅵc). The dimercaptopropionyl derivative (Ⅴc) was not isolated ina pure state.更多还原