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光学活性的缩水甘油酸钾(4)是不对称合成的重要试剂。在设计和合成新的神经肌肉阻断剂过程中,用1,6-亚己基二甲磷酸酯和(4)(1:2)在18-冠醚-6和HMPA中反应,分别制得光学活性的对称1,6-亚己基缩水甘油酸酯(6b)和(6c)。不对称的1,6-亚己基二缩水甘油酸酯(6a)的合成分二步进行,首先用(4a)和1,6-亚己基二碳酸酯(1:1)在TEBA和二氯甲烷中反应制得(5),(5)再和(4b)在18-冠醚-6和HMPA中反应制得(6a)。在合成过程中,若将(5)和(4b)在ThBA和二氯甲烷中反应,除得到(6a)外,还得到一个手性的氯代亚己基单缩水甘油酸酯(7)。
Optically active potassium glycidate (4) is an important reagent for asymmetric synthesis. In the design and synthesis of a new neuromuscular blocker, 1,6-hexamethylenephosphate and (4) (1: 2) were reacted in 18-crown-6 and HMPA to produce optical Active symmetrical 1,6-hexylidene glycidate (6b) and (6c). The synthesis of the asymmetric 1,6-hexamethylene diglycidate (6a) was carried out in two steps starting with (4a) and 1,6-hexamethylene dicarbonate (1: 1) in TEBA and dichloromethane (5), (5) and (4b) in 18-crown-6 and HMPA (6a). In the course of the synthesis, chiral hexamethylene monoglycidyl ester (7) is obtained in addition to (6a) if (5) and (4b) are reacted in ThBA and dichloromethane.