GPI-1234

Chemical Name: 1-(3,3-Dimethyl-2-oxopentanoyl)pyrrolidine-2(S)-carbothioic acid S-(3,3-diphenylpropyl) ester
CAS No. 205388-30-3
项目整合开发状态: Preclinical
项目研究机构: Guilford Pharmaceuticals (Originator)
合成路线:Acylation of L-proline methyl ester (I) with methoxalyl chloride (II) afforded oxamate (III),which was condensed with 1,1-dimethylpropyl magnesium chloride to produce ketoamide (IV).Hydrolysis of the methyl ester of (IV) with LiOH gave carboxylic acid (V).This was finally coupled with 3,3-diphenylpropyl mercaptan (VI) using DCC and dimethylaminopyridine to give the title thioether.
📌 参考资料/链接:
参考文献标题:Heterocyclic thioesters and ketones
文献作者:Hamilton,G.S.; Li,J.-H.(Guilford Pharmaceuticals Inc.)
参考来源:EP 0934263; US 5786378; US 5990131; WO 9813343

📄 详细内容


合成路线:Acylation of L-proline methyl ester (I) with methoxalyl chloride (II) afforded oxamate (III),which was condensed with 1,1-dimethylpropyl magnesium chloride to produce ketoamide (IV).Hydrolysis of the methyl ester of (IV) with LiOH gave carboxylic acid (V).This was finally coupled with 3,3-diphenylpropyl mercaptan (VI) using DCC and dimethylaminopyridine to give the title thioether.

参考文献标题:Hair growth compsns.and uses
文献作者:Hamilton,G.S.; Steiner,J.P.(Guilford Pharmaceuticals Inc.)
参考来源:WO 9855090


合成路线:Acylation of L-proline methyl ester (I) with methoxalyl chloride (II) afforded oxamate (III),which was condensed with 1,1-dimethylpropyl magnesium chloride to produce ketoamide (IV).Hydrolysis of the methyl ester of (IV) with LiOH gave carboxylic acid (V).This was finally coupled with 3,3-diphenylpropyl mercaptan (VI) using DCC and dimethylaminopyridine to give the title thioether.
参考文献标题:Synthesis of thioester FKBP12 ligands and evaluation of their in vitro and in vivo nerve regenerative effects
文献作者:Limburg,D.C.; et al.
参考来源:217th ACS Natl Meet (March 21 1999,Anaheim) 1999,Abst MEDI 237


产品链接: CAS No. 205388-30-3››