CAS: 253128-41-5; (2R,3R,3As,7R,8As,9S,10Ar,11S,12R,13Ar,13Bs,15S,18S,21S,24S,26R,28R,29As)-2-[(2S)-3-Amino-2-Hydroxypropyl]Hexacosahydro-3-Methoxy-26-Methyl-20,27-Bis(Methylene)-11,15:18,21:24,28-Triepoxy-7,9-Ethano-12,15-Methano-9H,15H-Furo[3,2-I]Furo[2',3':5,6]Pyrano[4,

该化合物是天然产物Hallichondrin B的合成仿真物,产自海绵,被归类为微管活性抑制剂,具体针对细胞分裂期间的线状脊椎,其作用机制涉及对管状素的束缚,防止其聚合成微囊,这扰乱了线状脊椎的正常功能,并最终导致迅速分裂的癌症细胞的流行.该化合物主要用于治疗转移性乳腺癌和脂瘤,特别是以前曾接受过多次治疗的病人.Eribulin是静脉注射的,具有独特的药状皮肤病特征,其半衰期相对较长,分布量较小.其副作用可能包括疲劳,肺炎和边缘...

结构式图片

相似化合物

253128-67-5

欧盟法规

C&L通报

上下游产品

艾瑞布林中间体 (1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-2,3-Dihydroxypropyl]-21-Methoxy-14-Methyl-8,15-Bis(Methylene)-2,19,30,34,37,39,40,41-Octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]Hentetracontan-24-One 253128-15-3
[(2S)-2-Hydroxy-3-[(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-21-Methoxy-14-Methyl-8,15-Dimethylidene-24-Oxo-2,19,30,34,37,39,40,41-Octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]Hentetracontan-20-Yl]Propyl] Methanesulfonate 253128-19-7

合成工艺路线路线简述

  • 合成目标产物 Eribulin 主要起始原料 5-(N,N-Dibenzylglycyl)Salicylamide
  • (文献来源)合成步骤主要原料 5-(N,N-Dibenzylglycyl)Salicylamide
(1S,3S,6S,9S,12S,14R,16R,18S,20R,21R,22S,26R,29S,31R,32S,33R,35R,36S)-20-[(2S)-3-Azido-2-Hydroxypropyl]-21-Methoxy-14-Methyl-8,15-Bis(Methylidene)-2,19,30,34,37,39,40,41-octaoxanonacyclo[24.9.2.13,32.13,33.16,9.112,16.018,22.029,36.031,35]Hentetracontan-24-One置于水,三甲基膦体系中,用 四氢呋喃 用作溶剂,化学反应 22.0H,以87%的收率获得艾瑞布林
参考文献:Methods Useful In The Synthesis Of Halichondrin B Analogs
标题:Methods Useful In The Synthesis Of Halichondrin B Analogs
摘要:总的来说,本发明涉及改进的方法,用于合成半龙脂素b的类似物,如厄立宾及其药用盐(例如,厄立宾甲磺酸盐).

专利信息


专利号:US-11873305-B2
优先权日:2020-06-30
标题 :Processes for synthesis of substituted indole intermediates for the synthesis of serd compounds
发明人:ZHANG HAIMING; XU JIE; WUITSCHIK GEORG; ANGELAUD REMY; HEROLD SEBASTIAN; STUTZ ALFRED; BRUETSCH TOBIAS; BURKHARD JOHANNES
权利人:GENENTECH INC; HOFFMANN LA ROCHE
摘要:Provided herein are processes for the preparation of indolyl intermediates using Wenker Synthesis for the total synthesis of SERD compounds useful in the treatment of cancer.

专利号:US-11542269-B2
优先权日:2018-01-03
标 题:Prins reaction and compounds useful in the synthesis of halichondrin macrolides and analogs thereof
发明人:CHOI HYEONG-WOOK; FANG FRANCIS G
权利人:EISAI R&D MAN CO LTD
摘要:The invention provides methods utilizing Prins reaction in the preparation of compounds that may be useful as intermediates in the synthesis of halichondrin macrolides and analogs thereof. The invention also provides compounds that may be useful as intermediates in the synthesis of a halichondrin macrolides and methods for preparing the same.

专利号:US-12391691-B2
优先权日:2018-11-16
标题:Synthesis of key intermediate of KRAS G12C inhibitor compound
发明人:PARSONS ANDREW THOMAS; COCHRAN BRIAN MCNEIL; POWAZINIK IV WILLIAM; CAPORINI MARC ANTHONY
权利人:AMGEN INC
摘要:The present invention relates to an improved, efficient, scalable process to prepare intermediate compounds, such as compound 5M, having the structure n nuseful for the synthesis of compounds that target KRAS G12C mutations, such as

专利号:US-2025206736-A1
优先权日:2019-11-14
标题 :Synthesis of kras g12c inhibitor compound
发明人:CORBETT MICHAEL THOMAS; CAILLE SEBASTIEN
权利人:AMGEN INC
摘要:The present disclosure relates to an improved, efficient, scalable process to prepare intermediate compounds, such as 2-isopropyl-4-methylpyridin-3-amine, useful for the synthesis of compounds, such as Compound 9, for the treatment of KRAS G12C mutated cancers.

专利号:US-9695188-B2
优先权日:2013-12-06
标 题 :Methods useful in the synthesis of halichondrin B analogs
发明人:HU YONGBO; ZHANG HUIMING; CHIBA HIROYUKI; KOMATSU YUKI; LEWIS BRYAN M
权利人:EISAI R&D MAN CO LTD
摘要:In general, the present invention features improved methods useful for the synthesis of analogs of halichondrin B, such as eribulin and pharmaceutically acceptable salts thereof (e.g., eribulin mesylate).

专利号:US-11713329-B2
优先权日:2018-12-10
标 题 :Intermediates useful in the preparation of halichondrin compounds and methods for preparing the same
发明人:XU WEIPING
权利人:BEIJING TIENYI LUFU PHARMATECH CO LTD
摘要:The invention relates to intermediates useful in the preparation of halichondrin compounds, methods for preparing the same and use thereof, such as halichondrins, eribulin, or their analogs. The intermediates, the methods and use thereof are used for the synthesis of the C20-C26 fragment of halichondrin compounds. The raw materials in the synthetic route of the invention are cheap and easily obtained, the sources and the qualities of the raw materials are reliable. The choice of the methods useful in the synthesis of chiral central structures are based on the structural characteristics of the reactants, thus effectively improving the synthesis efficiency, reducing the difficulties and risks of product quality control, and avoiding the use of highly toxic and expensive organotin catalysts to significantly decrease costs and improve environmental friendliness.
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主要参考文献


1: Perez-Garcia JM, Cortes J. The safety of eribulin for the treatment of metastatic breast cancer. Expert Opin Drug Saf. 2019 May;18(5):347-355. doi: 10.1080/14740338.2019.1608946. Epub 2019 May 20. EMBRACE (Eisai Metastatic Breast Cancer Study Assessing Physician's Choice Versus E7389) investigators. Eribulin monotherapy versus treatment of physician's choice in patients with metastatic breast cancer (EMBRACE): a phase 3 open-label randomised study. Lancet. 2011 Mar 12;377(9769):914-23. doi: 10.1016/S0140-6736(11)60070-6. Epub 2011 Mar 2. 387(10028):1629-37. doi: 10.1016/S0140-6736(15)01283-0. Epub 2016 Feb 10.
112:57-65. doi: 10.1016/j.ejca.2019.02.002. Epub 2019 Mar 29. 71(10):1321-31. doi: 10.2165/11207520-000000000-00000. 33(6):594-601. doi: 10.1200/JCO.2013.52.4892. Epub 2015 Jan 20.
7: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012–. Eribulin. 2018 Feb 20. 17(8):717-723. doi: 10.1080/14737140.2017.1344098. Epub 2017 Jun 28. 17(21):6615-22. doi: 10.1158/1078-0432.CCR-11-1807. Epub 2011 Aug 22. 6(10):1598-1605. doi: 10.1001/jamaoncol.2020.3524.

合成参考文献


参考文献:10.2165/11207520-000000000-00000
摘要:Perry CM. Eribulin. Drugs. 2011 Jul 09;71(10):1321–31. doi: 10.2165/11207520-000000000-00000.
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