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Bifonazole, Bay-h-4502, Azolmen, Amycor, Mycospor

联苯苄唑Chemical Name: (?-1-(p,alpha-Diphenylbenzyl)imidazole; (?-1-[alpha-(4-Biphenylyl)benzyl]imidazole; (?-1-[(1,1'-Biphenyl)-4-ylphenylmethyl]-1H-imidazole
CAS No. 60628-96-8, 60629-09-6 (monoHCl), 60629-08-5 (sulfate)
项目整合开发状态: Launched-1983
项目研究机构: Bayer (Originator), Lipha (Not Determined), Menarini (Licensee)
合成路线:The reduction of 4-phenylbenzophenone (I) with NaBH4 in ethanol gives 4-phenylbenzhydrol (II),which is then condensed with imidazole (III) by means of SOCl2 in acetonitrile.
📌 参考资料/链接:
参考文献标题:alpha-(4-Biphenylyl)-benzylazolium salts and their use for combating microorganisms
文献作者:Regel,E.; Draber,W.; Buechel,K.H.; Plempel,M.(Bayer AG)
参考来源:BE 0859041; DE 2643563; FR 2365559; GB 1535148; JP 53044568; NL 7710489; US 4243670

📄 详细内容


合成路线:The reduction of 4-phenylbenzophenone (I) with NaBH4 in ethanol gives 4-phenylbenzhydrol (II),which is then condensed with imidazole (III) by means of SOCl2 in acetonitrile.

参考文献标题:Substituted azol-1-ylmethanes
文献作者:Regel,E.; Draber,W.; Buechel,K.H.; Plempel,M.(Bayer AG)
参考来源:BE 0836924; CA 1059134; CH 619454; DD 124729; DE 2461406; FR 2295747; GB 1469617; JP 51091260; NL 7514940; US 4118487


合成路线:The reduction of 4-phenylbenzophenone (I) with NaBH4 in ethanol gives 4-phenylbenzhydrol (II),which is then condensed with imidazole (III) by means of SOCl2 in acetonitrile.

参考文献标题:Combating crop damaging fungi with alpha-(4-biphenylyl)-benzyl-azolium salts
文献作者:Regel,E.; Draber,W.; Buechel,K.H.; Plempel,M.(Bayer AG)
参考来源:DE 2714290; JP 53121941; US 4251540


合成路线:The reduction of 4-phenylbenzophenone (I) with NaBH4 in ethanol gives 4-phenylbenzhydrol (II),which is then condensed with imidazole (III) by means of SOCl2 in acetonitrile.

参考文献标题:Bifonazole
文献作者:Serradell,M.N.; Blancafort,P.; Castar,J.
参考来源:Drugs Fut 1982,7(2),87


合成路线:The condensation of (S)-1-(4-bromophenyl)-1-phenylmethylamine (S)-(I) with phenylboronic acid (II) by means of Pd(OAc)2,PPh3 and Na2CO3 in propanol/water gives the corresponding biphenyl derivative (S)-(III),which is condensed with 3-bromopropanal dimethylacetal (IV) by means of K2CO3 in DMF yielding the secondary amine (S)-(V).The reaction of (S)-(V) with refluxing butyl formate (VI) affords the formamide (S)-(VII),which is cyclized with ammonium acetate in acetic acid to furnish the (S)-enantiomer of the target compound.The corresponding (R)-enantiomer has been obtained by the same reaction sequence but starting from (R)-1-(4-bromophenyl)-1-phenylmethylamine (R)-(I).
参考文献标题:Chiral azole derivatives.4.Enantiomers of bifonazole and related antifungal agents.Synthesis,configuration assignment,and biological evaluation
文献作者:Botta,M.; Corelli,F.; Gasparrini,F.; Messina,F.; Mugnaini,C.
参考来源:J Org Chem 2000,65(15),4736


产品链接: CAS No. 60628-96-8››