G-20000, L-39
Chemical Name: 17-(5-Isoxazolyl)androsta-4,16-dien-3-one
CAS No. 196711-63-4
项目整合开发状态: Preclinical
项目研究机构: University of Maryland (Originator), Genta (Licensee)
合成路线:Claisen condensation of 3-beta-acetyloxypregna-5,16-dien-20-one (I) with ethyl formate in the presence of NaOMe in pyridine,with simultaneous deacetylation,provided the corresponding 21-formyl derivative (II).Subsequent treatment of (II) with hydroxylamine yielded isoxazole (III) as the only regioisomer.Finally,Oppenauer oxidation of (III) with cyclohexanone and aluminum isopropoxide gave rise to the target alpha,beta-unsaturated ketone.
📌 参考资料/链接：
参考文献标题:17-Imidazolyl,pyrazolyl,and isoxazolyl androstene derivatives,novel steroidal inhibitors of human cytochrome C17,20-lyase (P45017alpha)
文献作者:Ling,Y.; Li,J.S.; Liu,Y.; Kato,K.; Klus,G.T.; Brodie,A.
参考来源:J Med Chem 1997,40(20),3297