CAS: 558447-26-0; (S)-N1-((1H-Benzo[d]Imidazol-2-yl)Methyl)-N1-(5,6,7,8-Tetrahydroquinolin-8-yl)Butane-1,4-Diamine

上下游产品

(S)-2-{4-[(1H-Benzimidazol-2-Ylmethyl)-(5,6,7,8-Tetrahydroquinolin-8-yl)Amino]Butyl}Isoindole-1,3-Dione 865202-92-2
(S)-叔-丁基2-(((4-(二(叔-丁氧羰基)氨基)丁基)(5,6,7,8-四氢喹啉-8-基)氨基)甲基)-1H-苯并[d]咪唑-1-羧酸酯 (S)-Tert-Butyl 2-(((4-(Bis(Tert-Butoxycarbonyl)Amino)Butyl)(5,6,7,8-Tetrahydroquinolin-8-yl)Amino)Methyl)-1H-Benzo[d]Imidazole-1-Carboxylate 865202-97-7
Tert-Butyl 2-[[4-(1,3-Dioxoisoindol-2-yl)Butyl-[(8S)-5,6,7,8-Tetrahydroquinolin-8-Yl]Amino]Methyl]Benzimidazole-1-Carboxylate 1044264-94-9
(R)-2-(4-((5,6,7,8-四氢喹啉-8-基)氨基)丁基)异二氢吲哚-1,3-二酮 (S)-2-[4-(5,6,7,8-Tetrahydro-Quinolin-8-Ylamino)-Butyl]-Isoindole-1,3-Dione 558444-72-7
(S)-2-[4-(5,6,7,8-Tetrahydroquinolin-8-Ylamino)But-4-Enyl]Isoindole-1,3-Dione 865202-91-1

2-氯甲基苯并咪唑置于盐酸,一水合肼,N,N-二异丙基乙胺,Potassium Iodide体系中,用 甲醇,甲基叔丁基醚,水,N,N-二甲基甲酰胺,甲苯,乙腈 作为反应溶剂,化学反应 35.0H,反应生成 N'-(1H-苯并咪唑-2-甲基)-N'-((S)-5,6,7,8-四氢喹啉-8-基)丁烷-1,4-二胺
参考文献:Cxcr4趋化因子受体拮抗剂amd070:实用的大规模实验室合成
标题:Cxcr4趋化因子受体拮抗剂amd070:实用的大规模实验室合成
摘要:已经开发了一种有效且收敛的四步合成路线,可合成cxcr4趋化因子受体拮抗剂amd070(1),在整个序列中仅使用一个色谱步骤.已经开发了用于2和3的偶联的新型还原胺化方法,其中脱水亚胺的形成随后是用减毒的硼氢化物试剂(氯化锌和硼氢化钠)还原.采用选择性提取方法纯化合成中间体并去除试剂和杂质.的过程也被开发以隔离1在纯结晶形式.
DOI:10.1021/op8000993

专利信息

专利号:US-7332605-B2
优先权日:2004-03-15
标题 :Process for the synthesis of CXCR4 antagonist
发明人：CRAWFORD JASON B; CHEN GANG; GAUTHIER DAVID; SKERLJ RENATO; BAIRD IAN R; WILSON TREVOR R
权利人:ANORMED INC
摘要:This invention relates to a process for synthesizing heterocyclic pharmaceutical compound which binds to the CXCR4 chemokine receptor. In one embodiment, the process comprises: a) reacting a 5,6,7,8-tetrahydroquinolinylamine and an alkyl aldehyde bearing a phthalimide or a di-tertiary-butoxycarbonyl (di-BOC) protecting group to form an imine; b) reducing the imine to form a secondary amine; c) reacting the secondary amine with a haloalkyl substituted heterocyclic compound, to form a phthalimido-protected or di-tert-butoxycarbonyl protected tertiary amine; and d) hydrolyzing the protected amine to obtain a compound having Formula I′

专利号:CA-2558389-C
优先权日:2004-03-15
标 题 :Process for the synthesis of a cxcr4 antagonist

专利号:AU-2005224079-A1
优先权日:2004-03-15
标题 :Process for the synthesis of a CXCR4 antagonist

专利号:WO-2024216075-A1
优先权日:2023-04-13
标题 :Synthesis of mavorixafor and intermediates thereof
发明人：SEKIRNIK ANGELINA ROBERTA; TAVERAS ART; GAO FENG; ZHAO ZHIGANG
权利人:X4 PHARMACEUTICALS INC
摘要:The present invention relates to methods for synthesizing C-X-C receptor type 4 (CXCR4) inhibitor mavorixafor and to intermediates thereto.

专利号:WO-2024216114-A1
优先权日:2023-04-13
标题 :Synthesis of mavorixafor and intermediates thereof
发明人：SEKIRNIK ANGELINA ROBERTA; TAVERAS ART; GAO FENG; ZHAO ZHIGANG
权利人:X4 PHARMACEUTICALS INC
摘要:The present invention relates to methods for synthesizing C-X-C receptor type 4 (CXCR4) inhibitor mavorixafor and to intermediates thereto.

专利号:WO-2023059903-A1
优先权日:2021-10-07
标题:Synthesis of mavorixafor and intermediates thereof