Artemisininelactol methyl ether, Artemether, SM-224, Artemos, Artenam, Artemetheri, Paluther

合成路线:Reduction of qinghaosu (artemisine) (I) by means of sodium borohydride gives a hemiacetal,artemisininelactol (II).Interaction of the latter compound with methanol in the presence of boron triftuoride gives artemether.It can be prepared even more easily by treating artemisininelactol with methanol in acidic medium.The epimers can be separated by chromatography.However,the product without separation of epimers has been used for clinical studies.

合成路线:Reduction of artemisinin (I) with sodium borohydride provides dihydroartemisinin (II) (1-5).Subsequent treatment of hemiacetal (II) with ethanol in the presence of acid catalysts,such as BF3稥t2O (1),ClSiMe3 (2),p TsOH (6-8),AlCl3 (7,8) or cation-exchange resins (3,7,8) gives rise to the target beta-ethoxy acetal as the major diastereoisomer.Alternatively,dihydroartemisinin (II) is first dehydrated to the enol ether (III) employing P2O5 in CH2Cl2.Addition of EtOH to (III) in the presence of PPh3稨Br then produces a mixture of the target compound and its 11-alpha epimer (IV),along with minor amounts of their 12-alpha ethoxy analogues (4).The analogous synthesis employing EtO2H or EtO3H yields the corresponding 11-deuterium or 11-tritium labelled compounds (9).

参考文献标题:A one-pot conversion of artemisinin to its ether derivatives
文献作者:Singh,C.; Tiwari,P.
参考来源:Tetrahedron Lett 2002,43(40),7235


合成路线:Reduction of qinghaosu (artemisine) (I) by means of sodium borohydride gives a hemiacetal,artemisininelactol (II).Interaction of the latter compound with methanol in the presence of boron triftuoride gives artemether.It can be prepared even more easily by treating artemisininelactol with methanol in acidic medium.The epimers can be separated by chromatography.However,the product without separation of epimers has been used for clinical studies.
参考文献标题:The chemistry and synthesis of qinghaosu derivatives
文献作者:
参考来源:J Tradit Chin Med 1982,2(1),9-16


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