tert-butyl [(tert-butoxycarbonyl)amino][(4-{[(2,2,2-trifluoroacetyl)amino]methyl}phenyl)imino]methylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】64370

【品名】tert-butyl [(tert-butoxycarbonyl)amino][(4-{[(2,2,2-trifluoroacetyl)amino]methyl}phenyl)imino]methylcarbamate

【CA登记号】

【分子式】C₂₀H₂₇F₃N₄O₅

【分子量】460.4535496

【元素组成】C 52.17% H 5.91% F 12.38% N 12.17% O 17.37%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

4-Nitrobenzylamine (I) is protected as the corresponding trifluoroacetamide (II) and subsequently reduced to aniline (III) by catalytic hydrogenation over Pd/C. Condensation of (III) with N,N'-di-Boc-N''-(trifluoromethanesulfonyl)guanidine (IV) furnishes the Boc-protected guanidine (V). The trifluoroacetamide function of (V) is then hydrolyzed by means of K2CO3 in aqueous MeOH to provide amine (VI). (1,2)

参考文献中间体

合成目标

【1】 Tamiz, A.P.; Weinhouse, M.I.; Ahn, J.S.; Alfaro-Lopez, J.; Gaudette, J.; Meneses, J.K.; Roberts, C.; Madison, E.L.; Semple, J.E.; Levy, O.E..; Synthesis and biological activity of non-transition state urokinase inhibitors. 28th Natl Med Chem Symp (June 8 2002, San Diego) 2002, Abst 59.
【2】 Semple, J.E.; Levy, O.E.; Tamiz, A.P.; Madison, E.L.; Weinhouse, M.I. (Corvas International, Inc.); Non-covalent inhibitors of urokinase and blood vessel formation. EP 1182207; WO 0214349 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	31562	(4-nitrophenyl)methanamine; 4-nitrobenzylamine	C₇H₈N₂O₂	详情	详情
(II)	64367	2,2,2-trifluoro-N-(4-nitrobenzyl)acetamide	C₉H₇F₃N₂O₃	详情	详情
(III)	64368	N-(4-aminobenzyl)-2,2,2-trifluoroacetamide	C₉H₉F₃N₂O	详情	详情
(IV)	64369	tert-butyl [(tert-butoxycarbonyl)amino]{[(trifluoromethyl)sulfonyl]imino}methylcarbamate	C₁₂H₂₀F₃N₃O₆S	详情	详情
(V)	64370	tert-butyl [(tert-butoxycarbonyl)amino][(4-{[(2,2,2-trifluoroacetyl)amino]methyl}phenyl)imino]methylcarbamate	C₂₀H₂₇F₃N₄O₅	详情	详情
(VI)	64374	tert-butyl {[4-(aminomethyl)phenyl]imino}[(tert-butoxycarbonyl)amino]methylcarbamate	C₁₈H₂₈N₄O₄	详情	详情

Extended Information