(R)-PID
丙基异丙基乙酰胺Chemical Name: 2(R)-Isopropylpentanamide
CAS No. 6098-19-7 (racemate)
项目整合开发状态: Preclinical
项目研究机构: Hebrew University (Originator)
合成路线:Treatment of S-4-benzyl-2-oxazolidinone (II) with n-butyllithium,followed by acylation with valeroyl chloride (I) afforded the N-valeroyloxazolidinone (III).Subsequent alkylation of (III) with isopropyl triflate (V),prepared from isopropyl alcohol (IV) and trifluoromethanesulfonic anhydride,in the presence of LDA produced the (4S,2'R)-2-isopropylvaleroyl derivative (VI).Hydrolysis of (VI) using lithium peroxide yielded the chiral carboxylic acid (VII),which was converted to the corresponding acid chloride (VIII) by treatment with oxalyl chloride.Finally,reaction of (VIII) with ammonia furnished the title amide.
📌 参考资料/链接:
参考文献标题:Propylisopropyl acetic acid and propylisopropyl acetamide stereoisomers,a method for their synthesis and pharmaceutical compsns.containing them
文献作者:Yagen,B.; Bialer,M.; Spigelstein,O.(Yissum Research Development Co.)
参考来源:WO 9954282