SC-73770, M-40401

Chemical Name: (PB-7-11-2344'3')-Dichloro[(4aR,6S,12S,13aR,17aR,21aR)-6,12-dimethyl-11,7-nitrilo-1,2,3,4,4a,5,6,12,13,13a,14,15,16,17,17a,18,19,20,21,21a-eicosahydro-7H-dibenzo[b,h][1,4,7,10]tetraazacycloheptadecine-kappaN5,kappaN13,kappaN18,kappaN21,kappaN22]manganese
CAS No. 218791-28-7
项目整合开发状态: Preclinical
项目研究机构: MetaPhore (Originator), Pfizer (Originator)
合成路线:Treatment of (R,R)-1,2-diaminocyclohexane (I) with triphenylmethyl chloride produced the N-trityl derivative (II).Subsequent condensation of (II) with glyoxal (III) gave the bis-imine (IV),which was reduced to amine (V) using LiBH4.Cleavage of the N-trityl groups of (V) with HCl in acetone afforded tetraamine (VI).This was then condensed with 2,6-diacetylpyridine (VII) in the presence of MnCl2 to furnish the cyclic bis-imine manganese complex (VIII).Finally,transfer hydrogenation of the imine functions of (VIII) using ammonium formate and Pd/C produced the cyclic pentaamino derivative as a diastereomeric mixture.The title isomer was then purified by separative partition between H2O and CH2Cl2.
📌 参考资料/链接:
参考文献标题:Biomaterials modified with superoxide dismutase mimics
文献作者:Udipi,K.; Joardar,S.; Forster,D.; Riley,D.; Henke,S.; Brethaur,K.; Thurmond,B.; Ornberg,R.(Pharmacia Corp.)
参考来源:WO 0072893