Omoto S, Ogino H, Iwamatsu K, Inouye S
J Antibiot (Tokyo). 1982 Nov;35(11):1521-6. doi: 10.7164/antibiotics.35.1521.
Treatment of 9-trichloroacetylmidecamycin with aqueous alkali gave an isomer of midecamycin (neoisomidecamycin), in which one double bond underwent allylic rearrangement. The formation of neoisomacrolides was dependent on the nature of protective groups and conditions of deprotective reaction. Treatment of 9-trichloroethoxycarbonylmidecamycin with Zn/acetic acid resulted in no allylic rearrangement.
用碱水溶液处理9-三氯乙酰麦迪霉素得到麦迪霉素的一种异构体(新麦迪霉素),其中一个双键发生了烯丙基重排。新大环内酯类化合物的形成取决于保护基团的性质和脱保护反应条件。用锌/乙酸处理9-三氯乙氧羰基麦迪霉素未发生烯丙基重排。