• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

三氟化硼乙醚络合物催化的4-芳基-3-苯基苯并吡喃、前选择性雌激素受体调节剂及其表征

BF3·Et2O Catalysed 4-Aryl-3-phenyl-benzopyrones, Pro-SERMs, and Their Characterization.

作者信息

Srivastava Ambika, Singh Pooja, Kumar Rajesh

机构信息

Department of Chemistry, Centre of Advanced Study, Faculty of Science, Banaras Hindu University, Varanasi 221005, India.

出版信息

Adv Pharmacol Sci. 2015;2015:527159. doi: 10.1155/2015/527159. Epub 2015 Sep 1.

DOI:10.1155/2015/527159
PMID:26421007
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4569759/
Abstract

We have synthesized the novel 4-(4-hydroxy-benzyl)-3-phenyl-chromen-2-one which is a precursor of SERMs with a smaller number of steps and good yield. Two methodologies for the synthesis have been worked out. Anhydrous BF3·Et2O catalyzed reaction was found to be selective for product formation while anhydrous AlCl3, FeCl3, and SnCl4 catalyzed ones were nonselective.

摘要

我们已经合成了新型的4-(4-羟基苄基)-3-苯基色原酮-2-酮,它是一种合成步骤较少且产率良好的选择性雌激素受体调节剂(SERM)前体。已经研究出两种合成方法。发现无水三氟化硼·乙醚催化反应对产物形成具有选择性,而无水三氯化铝、三氯化铁和四氯化锡催化的反应则无选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/a3c881d013dd/APS2015-527159.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/4c3ed184eff0/APS2015-527159.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/34a65bf2f71a/APS2015-527159.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/2065834587c8/APS2015-527159.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/77bb08164cec/APS2015-527159.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/a3c881d013dd/APS2015-527159.003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/4c3ed184eff0/APS2015-527159.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/34a65bf2f71a/APS2015-527159.sch.001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/2065834587c8/APS2015-527159.sch.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/77bb08164cec/APS2015-527159.002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0ac2/4569759/a3c881d013dd/APS2015-527159.003.jpg

相似文献

1
BF3·Et2O Catalysed 4-Aryl-3-phenyl-benzopyrones, Pro-SERMs, and Their Characterization.三氟化硼乙醚络合物催化的4-芳基-3-苯基苯并吡喃、前选择性雌激素受体调节剂及其表征
Adv Pharmacol Sci. 2015;2015:527159. doi: 10.1155/2015/527159. Epub 2015 Sep 1.
2
Catalytic Synthesis of 5-Fluoro-2-oxazolines: Using BF·EtO as the Fluorine Source and Activating Reagent.5-氟-2-恶唑啉的催化合成:以BF·EtO作为氟源和活化试剂
ACS Omega. 2022 Jun 1;7(23):19988-19996. doi: 10.1021/acsomega.2c01791. eCollection 2022 Jun 14.
3
Insight into 2α-Chloro-2'(2',6')-(Di)Halogenopicropodophyllotoxins Reacting with Carboxylic Acids Mediated by BF3·Et2O.深入了解由三氟化硼乙醚介导的2α-氯-2'(2',6')-(二)卤代苦鬼臼毒素与羧酸的反应。
Sci Rep. 2015 Nov 17;5:16285. doi: 10.1038/srep16285.
4
Studies on flavans. 1. Facile synthesis of (+/-)-7-hydroxy-3',4'-methylenedioxyflavan and (+/-)-4'-hydroxy-7-methoxyflavan by a BF3.Et2O-mediated pyran cyclization.黄烷类化合物的研究。1. 通过BF3·Et2O介导的吡喃环化反应简便合成(±)-7-羟基-3',4'-亚甲二氧基黄烷和(±)-4'-羟基-7-甲氧基黄烷。
J Nat Prod. 2001 Feb;64(2):214-6. doi: 10.1021/np0001171.
5
BF3.Et2O-catalyzed direct carbon-carbon bond formation of alpha-EWG Ketene-(S,S)-acetals and alcohols and synthesis of unsymmetrical biaryls.BF3·Et2O催化的α-吸电子基团乙烯酮-(S,S)-缩醛与醇的直接碳-碳键形成及不对称联芳基的合成
J Org Chem. 2007 Jan 5;72(1):139-43. doi: 10.1021/jo061775e.
6
Synthesis of novel acetates of beta-caryophyllene under solvent-free Lewis acid catalysis.无溶剂路易斯酸催化下β-石竹烯新型乙酸酯的合成
Nat Prod Res. 2009;23(15):1445-50. doi: 10.1080/14786410903031500.
7
Revisiting Glycosylations Using Glycosyl Fluoride by BF·EtO: Activation of Disarmed Glycosyl Fluorides with High Catalytic Turnover.使用 BF·EtO 重访糖苷化:具有高催化周转率的去武装糖苷化试剂的激活。
Org Lett. 2022 Jan 14;24(1):6-10. doi: 10.1021/acs.orglett.1c03233. Epub 2021 Dec 21.
8
Studies of model compounds for the analysis of ester-containing polysaccharides by the reductive-cleavage method.用于通过还原裂解方法分析含酯多糖的模型化合物的研究。
Carbohydr Res. 1992 Jul 2;231:221-35. doi: 10.1016/0008-6215(92)84021-j.
9
BF·EtO-assisted synthesis of sulfinylated spiro[5.5]trienones from biaryl ynones.
Org Biomol Chem. 2024 May 29;22(21):4292-4296. doi: 10.1039/d3ob02010j.
10
Model studies on the analysis of pyruvic acid acetal-containing polysaccharides by the reductive-cleavage method.用还原裂解法分析含丙酮酸缩醛多糖的模型研究。
Carbohydr Res. 1990 May 1;198(2):285-303. doi: 10.1016/0008-6215(90)84299-a.

本文引用的文献

1
Synthesis of methyl-substituted xanthotoxol to clarify prooxidant effect of methyl on radical-induced oxidation of DNA.合成甲基取代的花椒毒素以阐明甲基对自由基诱导的 DNA 氧化的促氧化剂效应。
Eur J Med Chem. 2010 Jun;45(6):2559-66. doi: 10.1016/j.ejmech.2010.02.044. Epub 2010 Mar 4.
2
Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts.新型香豆素-3-氨基酰胺及其α-硫辛酸加合物的抗氧化和抗炎活性的合成与评价
Eur J Med Chem. 2009 Jul;44(7):3020-6. doi: 10.1016/j.ejmech.2008.12.027. Epub 2009 Jan 19.
3
Synthesis and antitumor activity of some new xanthotoxin derivatives.
Eur J Med Chem. 2009 Jul;44(7):2967-74. doi: 10.1016/j.ejmech.2009.01.006. Epub 2009 Jan 19.
4
Investigation of the antioxidant properties of some new 4-hydroxycoumarin derivatives.某些新型4-羟基香豆素衍生物的抗氧化性能研究
Eur J Med Chem. 2009 Jul;44(7):3077-82. doi: 10.1016/j.ejmech.2008.07.007. Epub 2008 Jul 16.
5
Synthesis of new benzimidazole-coumarin conjugates as anti-hepatitis C virus agents.新型苯并咪唑-香豆素共轭物作为抗丙型肝炎病毒药物的合成
Antiviral Res. 2008 Feb;77(2):157-62. doi: 10.1016/j.antiviral.2007.09.003. Epub 2007 Oct 8.
6
Synthesis and in vitro selective anti-Helicobacter pylori activity of N-substituted-2-oxo-2H-1-benzopyran-3-carboxamides.N-取代-2-氧代-2H-1-苯并吡喃-3-甲酰胺的合成及其体外对幽门螺杆菌的选择性抗菌活性
Eur J Med Chem. 2006 Feb;41(2):208-12. doi: 10.1016/j.ejmech.2005.11.001. Epub 2006 Jan 10.
7
Synthesis and antiinflammatory activity of coumarin derivatives.香豆素衍生物的合成与抗炎活性
J Med Chem. 2005 Oct 6;48(20):6400-8. doi: 10.1021/jm0580149.
8
4-Phenylcoumarins as HIV transcription inhibitors.4-苯基香豆素作为HIV转录抑制剂
Bioorg Med Chem Lett. 2005 Oct 15;15(20):4447-50. doi: 10.1016/j.bmcl.2005.07.041.
9
Synthetic and natural coumarins as cytotoxic agents.合成与天然香豆素作为细胞毒性剂
Curr Med Chem Anticancer Agents. 2005 Jan;5(1):29-46. doi: 10.2174/1568011053352550.
10
Antimycobacterial coumarins from the sardinian giant fennel (Ferula communis).
J Nat Prod. 2004 Dec;67(12):2108-10. doi: 10.1021/np049706n.