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项目整合精选>>>Dexibuprofen, (S)-(+)-Ibuprofen, Atriscal, Dolomin, Seractil, DexOptifen
Dexibuprofen, (S)-(+)-Ibuprofen, Atriscal, Dolomin, Seractil, DexOptifen
(S)-(+)-布洛芬Chemical Name: (S)-(+)-p-Isobutylhydratropic acid; (S)-alpha-Methyl-4-(2-methylpropyl)benzeneacetic acid; 2(S)-(4-Isobutylphenyl)propionic acid
CAS No. 51146-56-6
项目整合开发状态: Launched-1994
项目研究机构: Gebro Pharma (Originator), Bag?(Licensee), Lacer (Licensee)
合成路线:The enzymatic hydrolysis of the racemic epoxide (I) with Aspergillus niger LCP 521 gives the (R)-diol (II),along with unreacted (S)-epoxide (III),which are separated by solvent extraction.The chiral epoxide (III) was submitted to Pd hydrogenation with H2 in DMF yielding the (S)-alcohol (IV).Finally,this compound was oxidized with KMnO4 and sulfuric acid.The hydrolyzed diol (II) can be recycled to racemic epoxide (I) by reaction with HBr in acetic acid followed by cyclization of the intermediate bromohydrin with KOH.
📌 参考资料/链接:
参考文献标题:Microbiological transformation 43.Epoxide hydrolaxes as tools for the synthesis of enantiopure alpha-methylstyrene oxides: A new and efficient synthesis of (S)-ibuprofen
文献作者:Cleij,M.; et al.
参考来源:J Org Chem 1999,64(14),5029