新产品编号:1142713
Chemical Name: N-[5-Amino-5-methyl-2(E)-hexenoyl]-N-methyl-3-(2-naphthyl)-D-alanine N-[1(R)-benzyl-2-(methylsulfonamido)ethyl]-N-methylamide
项目整合开发状态: Biological Testing
项目研究机构: Novo Nordisk (Originator)
合成路线:N-Boc-N-Methyl-D-phenylalaninol (I) was oxidized to aldehyde (II) using SO3-pyridine complex.Reductive amination of (II) with benzylamine to yield (III),followed by hydrogenolytic debenzylation then furnished the monoprotected diamine (IV).This was condensed with methanesulfonyl chloride to yield sulfonamide (V).After deprotection of the Boc group of (V) with trifluoroacetic acid,amine (VI) was coupled with N-Boc-N-methyl-D-naphthylalanine (VII) using EDC and HOAt.The resulting amide (VIII) was further deprotected with trifluoroacetic acid,and then coupled with 5-(tert-butoxycarbonyl)amino-5-methyl-2-hexenoic acid (IX) to yield (X).Finally,acid deprotection of the Boc group of (X) furnished the target compound.
📌 参考资料/链接:
参考文献标题:New growth hormone secretagogues: C-terminal modified sulfonamide-analogues of NN703
文献作者:Peschke,B.; Hansen,B.S.
参考来源:Bioorg Med Chem Lett 1999,9(9),1295