CAJ | 학술논문

以1,3-环己二酮为原料,经过甲基化反应和羰基保护构筑了A环合成子(5). 以邻甲基苯甲醚为原料,对位溴代、与环氧乙烷加成和进一步溴代等反应合成了C环合成子(9). 化合物5与9的格氏试剂偶联和关环反应完成目标产物3-羰基-10-去甲基-12-甲氧基-13-甲基罗汉松烷(11)的全合成. 各中间体及目标产物结构均经红外光谱、核磁、质谱等表征,结果表明,成功实现了目标产物的合成.
이1,3-배기이동위원료,경과갑기화반응화탄기보호구축료A배합성자(5). 이린갑기분갑미위원료,대위추대、여배양을완가성화진일보추대등반응합성료C배합성자(9). 화합물5여9적격씨시제우련화관배반응완성목표산물3-탄기-10-거갑기-12-갑양기-13-갑기라한송완(11)적전합성. 각중간체급목표산물결구균경홍외광보、핵자、질보등표정,결과표명,성공실현료목표산물적합성.
A -ring synthon 5 was synthesized from 1, 3-cyclohexanedione via methylation and carbonyl protection. C-ring synthon 9 was synthesized from 1-methoxy-2-methylbenzene by means of bromination, the addition of ethylene epoxide and further bromination. Compound 5 reacted with Grignard reagent of 9 followed by cyclozation to afford target molecule 11. All intermediates and target product were confirmed by IR, ~1H NMR and HRMS. In conclusion, a simple synthetic route has been developed and the target molecule has been successfully synthesized.