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Furan-Derived Chiral Bicycloaziridino Lactone Synthon: Collective Syntheses of Oseltamivir Phosphate (Tamiflu), (S)-Pipecolic acid and its 3-Hydroxy Derivatives.
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2019-12-03 , DOI: 10.1002/asia.201901523
Subhash P Chavan 1, 2 , Appasaheb L Kadam 1, 2 , Shrikrishna S Shinde 1 , Rajesh G Gonnade 2, 3
Affiliation  

A unified synthetic strategy for oseltamivir phosphate (tamiflu), (S)-pipecolic acid, and its 3-hydroxy derivatives from furan derived common chiral bicycloaziridino lactone synthon is described here. Key features are the short (4-steps), enantiopure, and decagram-scale synthesis of common chiral synthon from furan and its first-ever application in the total synthesis of biologically active compounds by taking the advantages of high functionalization ability of chiral synthon.

中文翻译:

呋喃衍生的手性双环叠氮基内酯内酯合成物:磷酸Oseltamivir(Tamiflu),(S)-哌可酸及其3-羟基衍生物的集体合成。

此处描述了从硫酸氢呋喃衍生的常见手性双环叠氮基内酯内酯合成子中合成磷酸奥司他韦(tamiflu),(S)-哌酸及其3-羟基衍生物的统一合成策略。关键特征是从呋喃中进行短时间(4步),对映纯和十克级规模的常见手性合成子合成,并利用手性合成子的高功能化优势,将其首次首次应用于生物活性化合物的总合成中。
更新日期:2020-01-21
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