摘要
以焦脱镁叶绿酸-a 甲酯(MPP-a)为起始原料, 在对其 E-环羰基进行保护的前提下, 经焦脱镁叶绿酸-d 甲酯与环庚基溴化镁进行 Grignard 反应; 所生成新的卟吩仲醇再经脱保护、脱水和氧化等诸多反应, 将 3-位仲羟基转化成碳碳双键和羰基, 其碳氧双键再行 Grignard 反应并脱水成烯, 完成一系列未见报道的 3-位环庚基取代的焦脱镁叶绿酸-a 甲酯衍生物的合成. 其化学结构均经 UV, IR, H NMR 及元素分析予以证实.
Methyl pyropheophorbide-a (MPP-a) was used as starting material. The carbonyl group on E-ring of methyl pyropheophorbide-d was protected and the Grignard reaction with cycloheptyl magnesium bromide was performed. The sec-alcohol obtained from Grignard reaction was subjected to deprotection, dehydration, oxidation and other more reaction for converting hydroxyl group at 3-position into carbon-carbon double bond and carbonyl group. The Grignard reaction of the carbon-oxygen double bond and following dehydration were carried out to form olefin. The synthesis of a series of new methyl pyropheophorbide-a substituted by cycloheptyl. group at 3-position was completed. The structures of the compounds were characterized by elemental analysis, UV, IR and H-1 NMR spectra.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2005年第1期65-70,共6页
Chinese Journal of Organic Chemistry
基金
国家科技部中韩政府间合作研究(2002)
山东省技术创新重点(No. 200391006008)资助项目.
