N-(2-methoxycarbonylfur-3-yl-methyl)phthalimide | 219796-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(2-methoxycarbonylfur-3-yl-methyl)phthalimide
• 英文别名: 2-(2-methoxycarbonylfur-3-ylmethyl)phthalimide；N-[[2-(methoxycarbonyl)furan-3-yl]methyl]phthalimide；methyl 3-[(1,3-dioxoisoindol-2-yl)methyl]furan-2-carboxylate
• CAS: 219796-64-2
• 化学式: C₁₅H₁₁NO₅
• 分子量: 285.256
• InChiKey: IENFACDFWYUQCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  76.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-methoxycarbonylfur-3-yl-methyl)phthalimide 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 (8Z)-10-ethyl-8-ethylidene-9-methyl-6-oxa-1-azatetracyclo[8.7.0.03,7.011,16]heptadeca-3(7),4,11,13,15-pentaen-17-one
  参考文献：
  名称：

  Synthesis of benzo(or furo)[5,6]azepino[2,1-a]isoindolone derivatives: π-cyclisations of N-acyliminium ions

  摘要：

  Benzo(or furo)[5,6]azepino[2,1-a]isoindolone and derivatives were obtained easily in one-pot via N-acyliminium ions by treatment of 2-(2-methoxycarbonylbenzyl(or fur-3-yl))phthalimide with alkylmagnesium iodide followed by an acidic hydrolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02075-9
• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 3-(溴甲基)-2-糠酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2-methoxycarbonylfur-3-yl-methyl)phthalimide
  参考文献：
  名称：

  Synthesis of benzo(or furo)[5,6]azepino[2,1-a]isoindolone derivatives: π-cyclisations of N-acyliminium ions

  摘要：

  Benzo(or furo)[5,6]azepino[2,1-a]isoindolone and derivatives were obtained easily in one-pot via N-acyliminium ions by treatment of 2-(2-methoxycarbonylbenzyl(or fur-3-yl))phthalimide with alkylmagnesium iodide followed by an acidic hydrolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02075-9

文献信息

• Benzoxazepinones and their use as squalene synthase inhibitors
  申请人：——

  公开号：US20030078251A1

  公开（公告）日：2003-04-24

  There is disclosed a compound represented by the formula [I]: 1 wherein R 1 is optionally substituted 1-carboxyethyl group, optionally substituted alkyl-sulfonyl group, optionally substituted (carboxy-cycloalkyl)-alkyl group, —X 1 —X 2 —Ar—X 3 —X 4 —COOH (wherein X 1 and X 4 are a bond or alkylene group, X 2 and X 3 are a bond, —O—, —S—, Ar is divalent aromatic group etc.), R 2 is alkyl group optionally substituted with alkanoyloxy group and/or hydroxy group, R 3 is alkyl group, and W is halogen atom, etc., or a salt thereof. The compound has the cholesterol lowering activity and the triglyceride lowering activity and is useful for preventing and/or treating hyperlipidemia.

  披露了一种由公式[I]表示的化合物： 1 其中R 1 是可选地取代的1-羧乙基，可选地取代的烷基亚磺酰基，可选地取代的(羧基环烷基)-烷基，—X 1 —X 2 —Ar—X 3 —X 4 —COOH(其中X 1 和X 4 是键或亚烷基，X 2 和X 3 是键，—O—，—S—，Ar是二价芳香族等)，R 2 是可选地由酰氧基和/或羟基取代的烷基，R 3 是烷基，W是卤素原子等，或其盐。该化合物具有降低胆固醇活性和降低甘油三酯活性，用于预防或治疗高脂血症。
• Evaluation of<i>N</i>-hydroxymethylphthalimide in alkaline medium: Novel entry to the tricyclic [1,3]oxazepine core<i>via</i>an intramolecular π and<i>O</i>-cationic cyclization
  作者：Armelle Cul、Anthony Pesquet、Adam Daïch、Abderrahim Chihab-Eddine、Štefan Marchalín

  DOI：10.1002/jhet.5570400314

  日期：2003.5

  isoindolo[1,3]benzo(or thieno)oxazepines 8a,b and one of their positional isomers aromatic tricyclic N,O-acetals 13b are reported to occur efficiently in a three-step sequence from N-hydroxy-methylphthalimide (6). The key step of this methodology is the intramolecular arylation of an endocyclic and/or exocyclic N-acyliminium cation. The mechanism leading to these species, in particular to a tricyclic lactam

  据报道，熔融的异吲哚并[1,3]苯并（或噻吩）恶氮杂ze烷8a，b及其位置异构体之一是芳香族三环N，O-缩醛13b以三步顺序有效地从N-羟基-甲基邻苯二甲酰亚胺发生（6）。该方法的关键步骤是环内和/或环外N-酰亚胺阳离子的分子内芳基化。讨论了导致这些物种，特别是导致三环内酰胺13b的机理。
• BENZOXAZEPINONES AND THEIR USE AS SQUALENE SYNTHASE INHIBITORS
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1292585A1

  公开（公告）日：2003-03-19
• [EN] BENZOXAZEPINONES AND THEIR USE AS SQUALENE SYNTHASE INHIBITORS<br/>[FR] BENZOXAZEPINONES ET LEUR UTILISATION COMME INHIBITEURS DE LA SQUALENE SYNTHASE
  申请人：TAKEDA CHEMICAL INDUSTRIES LTD

  公开号：WO2001098282A1

  公开（公告）日：2001-12-27

  There is disclosed a compound represented by formula (I), wherein R1 is optionally substituted 1-carboxyethyl group, optionally substituted alkyl-sulfonyl group, optionally substituted (carboxy-cycloalkyl)-alkyl group, -X?1-X2-Ar-X3-X4¿-COOH (wherein X?1 and X4¿ are a bond or alkylene group, X?2 and X3¿ are a bond, -O-, -S-, Ar is divalent aromatic group , etc.), R2 is alkyl group optionally substituted with alkanoyloxy group and/or hydroxy group, R3 is alkyl group, and W is halogen atom, etc., or a salt thereof. The compound has the cholesterol lowering activity and the triglyceride lowering activity and is useful for preventing and/or treating hyperlipidemia.
• Synthesis of benzo(or furo)[5,6]azepino[2,1-a]isoindolone derivatives: π-cyclisations of N-acyliminium ions
  作者：Adam Daïch、Stefan Marchalin、Pascal Pigeon、Bernard Decroix

  DOI：10.1016/s0040-4039(98)02075-9

  日期：1998.12

  Benzo(or furo)[5,6]azepino[2,1-a]isoindolone and derivatives were obtained easily in one-pot via N-acyliminium ions by treatment of 2-(2-methoxycarbonylbenzyl(or fur-3-yl))phthalimide with alkylmagnesium iodide followed by an acidic hydrolysis. (C) 1998 Elsevier Science Ltd. All rights reserved.