L-756423
Chemical Name: 4-(2-Benzo[b]furanyl)-N-tert-butyl-1-[2(S)-hydroxy-4(R)-[N-[2(R)-hydroxyindan-1(S)-yl]carbamoyl]-5-phenylpentyl]piperazine-2(S)-carboxamide; 2(R)-Benzyl-5-[4-(2-benzo[b]furanyl)-2(S)-(N-tert-butylcarbamoyl)piperazin-1-yl]-4(S)-hydroxy-N-[2(R)-hydroxyindan-1(S)-yl]pentanamide
CAS No. 216863-66-0
项目整合开发状态: Phase II
项目研究机构: Merck & Co. (Originator)
合成路线:Compound (I) (intermediate no.(VIII) in scheme no.19918301a) is a key intermediate in the synthesis of indinavir.For the synthesis of the product 285239,(I) is coupled with benzofuran-2-carbaldehyde (II) via a reductive amination by means of NaBH(OAc)3 either in 1,2-dichloroethane/AcOH or in isopropyl acetate/AcOH.
📌 参考资料/链接：
参考文献标题:Sulfate salt of an HIV protease inhibitor having an improved oral absorption and bioavailability
文献作者:Hoerrner,R.S.; Volante,R.P.; Purick,R.M.; Askin,D.; Reider,P.; Varsolona,R.J.(Merck & Co.,Inc.)
参考来源:EP 0986554; JP 2000513747; US 6071916; WO 9854178
📄 详细内容
合成路线:Compound (I) (intermediate no.(VIII) in scheme no.19918301a) is a key intermediate in the synthesis of indinavir.For the synthesis of the product 285239,(I) is coupled with benzofuran-2-carbaldehyde (II) via a reductive amination by means of NaBH(OAc)3 either in 1,2-dichloroethane/AcOH or in isopropyl acetate/AcOH.
参考文献标题:Combination therapy for the treatment of AIDS
文献作者:Lin,J.H.; Chodakewitz,J.A.; Deutsch,P.J.; Vacca,J.P.; Yeh,K.C.; Ju,W.D.(Merck & Co.,Inc.)
参考来源:WO 9925352
合成路线:Compound (I) (intermediate no.(VIII) in scheme no.19918301a) is a key intermediate in the synthesis of indinavir.For the synthesis of the product 285239,(I) is coupled with benzofuran-2-carbaldehyde (II) via a reductive amination by means of NaBH(OAc)3 either in 1,2-dichloroethane/AcOH or in isopropyl acetate/AcOH.
参考文献标题:Identification of MK-944a: A second clinical candidate from the hydroxylaminepentanamide isostere series of HIV protease inhibitors
文献作者:Dorsey,B.D.; McDonough,C.; McDaniel,S.L.; Levin,R.B.; Newton,C.L.; Hoffman,J.M.; Darke,P.L.; Zugay-Murphy,J.A.; Emini,E.A.; Schleif,W.A.; Olsen,D.B.; Stahlhut,M.W.; Rutkowski,C.A.; Kuo,L.C.; Lin,J.H.; Chen,I.W.; Michelson,S.R.; et al.
参考来源:J Med Chem 2000,43(18),3386
产品链接: CAS No. 216863-66-0››