新产品编号:1890999
Chemical Name: N,N-Bis(2-bromoethyl)phosphorodiamidic acid 5-nitro-2-furanylmethyl ester
项目整合开发状态: Preclinical
项目研究机构: Purdue University (Originator), University of Rochester Medical Center (Originator), University of Wisconsin-Madison (Originator)
合成路线:Reduction of 5-nitro-2-furaldehyde (I) with NaBH4 provided the corresponding alcohol (II).The phosphoramidic dichloride (IV) was prepared by treatment of bis(2-bromoethyl)amine (III) with phosphorus oxychloride in the presence of triethylamine at -40 C.Condensation of acid chloride (IV) with the lithium alkoxide of (II) at -78 C produced the intermediate (V),which was treated in situ with gaseous ammonia at -20 C,yielding the title phosphorodiamidate.
📌 参考资料/链接:
参考文献标题:Synthesis and evaluation of nitroheterocyclic phosphoramidates as hypoxia-selective alkylating agents
文献作者:Borch,R.F.; Liu,J.; Schmidt,J.P.; Marakovits,J.T.; Joswig,C.; Gipp,J.J.; Mulcahy,R.T.
参考来源:J Med Chem 2000,43(11),2258