以葡萄糖酸 δ-内酯为原料,合成了2,3,4,6-四-O-三甲基硅烷基-葡萄糖酸内酯(Ⅰ),然后利用CH3Li加成,得到2,3,4,6-四-O-三甲基硅烷基-1-甲基-葡萄糖(Ⅱ),将其溶于乙腈与水(体积比4:1)的溶液中,加入H+阳离子交换树脂脱去三甲基硅烷(TMS)保护,得到1-甲基葡萄糖(Ⅲ).目标产物结构经1HNMR、13CNMR、HRMS确证,同时对其热裂解产物进行了分析.结果表明,以该方法合成的化合物为1-甲基-α-D-葡萄糖,在优化的条件下,3步反应总产率达到86%;1-甲基葡萄糖在甲醇中经酸催化易转化为相应的糖苷;1-甲基葡萄糖热裂解后可释放出具有焦甜香气的物质2-乙酰基呋喃、5-甲基-2-乙酰基呋喃、5-羟甲基-2-乙酰基呋喃等,可用于食品、烟草等行业.
3-(2-Aminoethyl)pyrroles are important intermediates for the formation of the 6-azaindole skeleton. It was difficult to synthesize 3-(2-aminoethyl)pyrroles from pyrrole by Friedel-Crafts alkylation directly because of the inactive site. The electron withdrawing groups were introduced at the alpha-position of pyrrole to form a positioning effect at the diagonal beta-position. With anhydrous AlCl3 as the catalyst, nitroalkenes could be added to the 3-position of pyrrole via Friedel-Crafts alkylation to obtain substituted 3-(2-aminoethyl)pyrroles.