3-[4-hydroxy-3-iodo-5-methoxyphenyl]propionic acid | 452282-75-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-[4-hydroxy-3-iodo-5-methoxyphenyl]propionic acid
• 英文别名: 3-(4-Hydroxy-3-iodo-5-methoxyphenyl)propanoic acid
• CAS: 452282-75-6
• 化学式: C₁₀H₁₁IO₄
• 分子量: 322.099
• InChiKey: DYZNCRYSZUEIHR-UHFFFAOYSA-N

物化性质

• 沸点：
  395.3±42.0 °C(Predicted)
• 密度：
  1.810±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-去环氧-6,7-二去氢-5-脱氧-21-去苯基-21-(苯基甲基)瑞香毒素 、 3-[4-hydroxy-3-iodo-5-methoxyphenyl]propionic acid 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Structure–activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): The homovanillyl moiety

  摘要：

  Starting from ROPA (2), analogues of RTX (1a) modified on the acyl side chain were prepared and evaluated for vanilloid activity in HEK-293 cells over-expressing the human recombinant TRPV1. The ROPA motif provided an enhancement of potency sufficient to expand the range of vanillyl surrogates to structural elements (e.g., an unsubstituted phenyl ring) that afford inactive analogues in compounds from the capsaicin series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.077
• 作为产物：
  描述：

  3-(4-羟基-3-甲氧基苯基)丙酸甲酯 在 lithium hydroxide 、 N-碘代丁二酰亚胺 、 三氟乙酸 作用下， 以 水 为溶剂， 生成 3-[4-hydroxy-3-iodo-5-methoxyphenyl]propionic acid
  参考文献：
  名称：

  Structure–activity relationships of the ultrapotent vanilloid resiniferatoxin (RTX): The homovanillyl moiety

  摘要：

  Starting from ROPA (2), analogues of RTX (1a) modified on the acyl side chain were prepared and evaluated for vanilloid activity in HEK-293 cells over-expressing the human recombinant TRPV1. The ROPA motif provided an enhancement of potency sufficient to expand the range of vanillyl surrogates to structural elements (e.g., an unsubstituted phenyl ring) that afford inactive analogues in compounds from the capsaicin series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.077

文献信息

• Benzo[b]furan dimers
  申请人：——

  公开号：US20040110949A1

  公开（公告）日：2004-06-10

  Benzo[b]furan dimers and processes for their preparation are provided. The invention provides a synthetic process for the preparation of benzo[b]furan dimer using mild reaction conditions, which provides a high substituent tolerance and is appropriate for use in solid phase syntheses for producing a library of benzo[b]furan dimers for biological screening.

  本发明提供了苯并[b]呋喃二聚体及其制备方法。该发明提供了一种合成苯并[b]呋喃二聚体的方法，使用温和的反应条件，具有高代用基耐受性，并适用于固相合成，以制备苯并[b]呋喃二聚体的文库，用于生物筛选。
• Optimization study of Sonogashira cross-coupling reaction on high-loading macrobeads using a silyl linker
  作者：Yun Liao、Reza Fathi、Mike Reitman、Yan Zhang、Zhen Yang

  DOI：10.1016/s0040-4039(01)00052-1

  日期：2001.3

  Two types of Sonogashira reactions were systematically evaluated on silyl linker based high-loading polystyrene macrobeads, this study paves the way fur their future application in the combinatorial syntheses of some natural product-like molecules. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Palladium(II)-Mediated Cascade Carbonylative Annulation of <i>o</i>-Alkynyl-phenols on Silyl Linker-Based Macrobeads:  A Combinatorial Synthesis of a 2,3-Disubstituted Benzo[<i>b</i>]furan Library
  作者：Yun Liao、Michael Reitman、Yan Zhang、Reza Fathi、Zhen Yang

  DOI：10.1021/ol020111y

  日期：2002.7.1

  [GRAPHICS]A palladium(II)-mediated cascade carbonylative annulation of o-alkynylphenols was achieved successfully on silyl linker-based macrobeads, which led to an efficient combinatorial synthesis of a 2,3-disubstituted benzo[b]furan library.
• US6855822B2
  申请人：——

  公开号：US6855822B2

  公开（公告）日：2005-02-15
• [EN] BENZO(b)FURAN DIMERS<br/>[FR] DIMERES DE BENZO(B)FURANE
  申请人：VIVOQUEST INC

  公开号：WO2004000764A2

  公开（公告）日：2003-12-31

  Benzo[b]furan dimers and processes for their preparation are provided. The invention provides a synthetic process for the preparation of benzo[b]furan dimer using mild reaction conditions, which provides a high substituent tolerance and is appropriate for use in solid phase syntheses for producing a library of benzo[b]furan dimers for biological screening.