2-MPPA, GPI-5693, NAAL-1

2-(3-巯基丙基)戊二酸Chemical Name: 2-(3-Sulfanylpropyl)pentanedioic acid
CAS No. 254737-29-6
项目整合开发状态: Discontinued
项目研究机构: Guilford Pharmaceuticals (Originator)
合成路线:Acylation of Meldrum's acid (I) with 3-tryphenylmethylsulfanyl)propionic acid (II) by means of DCC produces the intermediate adduct (III),which is subsequently reduced to the tritylsulfanyl derivative (IV) by using NaBH4/AcOH.Alkylation of (IV) with methyl 3-bromopropionate (V) in the presence of NaOMe provides the 5,5-disubstituted dioxanedione (VI).Basic hydrolysis of (VI) gives rise to the tricarboxylic acid (VII),which is further decarboxylated to (VIII) in hot DMSO.Finally the S-trityl protecting gropu is removed by treatment with trifluoroacetic acid and triisopropylsilane.