5-methoxy-3-propyl-1-indanone | 137395-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-methoxy-3-propyl-1-indanone
• 英文别名: 5-methoxy-3-propyl-2,3-dihydroinden-1-one
• CAS: 137395-74-5
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: LGBHMGVNACACDY-UHFFFAOYSA-N

物化性质

• 沸点：
  315.4±41.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-formyl-butan-2-one ethylene acetal 、 5-methoxy-3-propyl-1-indanone 在 Pd on carbon 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 2-[2-(2-ethyl-[1,3]dioxolan-2-yl)-ethyl]-5-methoxy-3-propyl-1-indanone
  参考文献：
  名称：

  Estrogen receptor modulators

  摘要：

  本发明涉及化合物及其衍生物、它们的合成方法以及它们作为雌激素受体调节剂的应用。本发明的化合物是雌激素受体的配体，因此可用于治疗或预防与雌激素功能相关的多种疾病，包括：骨丢失、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫纤维瘤病、热潮红、LDL胆固醇水平升高、心血管疾病、认知功能损害、脑部退行性疾病、再狭窄、男性乳房发育、血管平滑肌细胞增殖、肥胖、失禁以及癌症，尤其是乳腺癌、子宫癌和前列腺癌。

  公开号：

  US20030027840A1
• 作为产物：
  描述：

  6-methoxy-1-propyl-indan 、 potassium permanganate 在 硫酸,铜(2+)盐,碱性的 magnesium sulfate 、 oil 、 crude product 、 乙酸乙酯 、 hexanes 作用下， 以 二氯甲烷 为溶剂， 反应 89.0h， 以to afford 5-methoxy-3-propyl-1-indanone (0.188 g) as an oil的产率得到5-methoxy-3-propyl-1-indanone
  参考文献：
  名称：

  Estrogen receptor modulators

  摘要：

  本发明涉及化合物及其衍生物，其合成以及其作为雌激素受体调节剂的用途。本发明的化合物是雌激素受体的配体，因此可能有助于治疗或预防与雌激素功能相关的各种疾病，包括：骨质流失、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫肌瘤病、潮热、低密度脂蛋白胆固醇水平升高、心血管疾病、认知功能障碍、脑退行性疾病、再狭窄、男性乳腺发育、血管平滑肌细胞增殖、肥胖、失禁以及癌症，特别是乳腺、子宫和前列腺癌。

  公开号：

  US20030027840A1

文献信息

• The generation of 2-vinylcyclopentene-1,3-diones via a five-component coupling in the coordination sphere of chromium
  作者：Yao Chang Xu、Cynthia A. Challener、Vera Dragisich、Timothy A. Brandvold、Glen A. Peterson、William D. Wulff、Paul G. Williard

  DOI：10.1021/ja00200a062

  日期：1989.8

  La reaction de complexes carbenes de chrome pentacarbonyle avec des derives de l'acetylene donne des cyclopentenes-2diones-1,4, des indanols et indanones

  La 反应 de complexes carbenes de chrome pentacarbonyle avec des 衍生 de l'acetene donne des cyclopentenes-2diones-1,4, des indanols et indanones
• The Preparation and Evaluation of Electron Poor Benzylidene Fischer Carbene Complexes: Studies Toward the Total Synthesis of (+)-Olivin
  作者：Vincent P. Liptak、William D. Wulff

  DOI：10.1016/s0040-4020(00)00867-x

  日期：2000.12

  the benzannulation reaction is put forth using the electronic nature of substituents on the aryl ring of benzylidene Fischer carbene complexes as a handle to predict, using σ-para values as a guide, the outcome of the reaction based on the accepted mechanism. The design of this work focuses on evaluation of the synthetic utility of the benzannulation reaction and the means by which this reaction may

  的持续探入苯并环化反应的命运提出使用亚苄基费卡宾配合物的芳基环上的取代基的电子性质作为手柄来预测，使用σ -对位值作为指导，根据公认的机理得出反应的结果。这项工作的设计重点是评估苯环化反应的合成效用，以及改进该反应以使其成为制备复杂天然产物的较好合成工具的方法，这在我们正在进行的（ +）-olivin，它使用苯环化反应作为关键的收敛合成步骤。为了完成这些任务，进行了几种贫电子的亚苄基菲舍尔卡宾配合物的制备，并研究了它们与简单炔烃底物的反应。尽管关于富电子的亚苄基菲歇尔卡宾配合物的制备知之甚少，但对于其电子贫乏的对应物的制备却知之甚少。因此，也已经研究了开发这些难以捉摸的靶标的有用的制备方法的努力。尽管已经探索了使用基于碳和氧的芳基取代基，但是迄今为止，由于这些体系具有更直接的合成重要性，因此更大程度地开发了包含基于氧的芳基取代基的亚苄基卡宾配合物的制备。之所以如此，是因为已经被苄环化反应靶
• Substrate regulation of product distribution in the reactions of arylchromium carbene complexes with alkynes
  作者：Mary Ellen Bos、William D. Wulff、Ross A. Miller、Steven Chamberlin、Timothy A. Brandvold

  DOI：10.1021/ja00024a040

  日期：1991.11

  The reactions of arylcarbene complexes with alkynes were examined for six of the nine possible substitution patterns for mono- and dioxygenated aryl substituents of the carbene carbon. The product distributions were found to be highly dependent on a number of factors, including solvent, temperature, concentration of alkyne, and the nature of the aryl substituent. The product distributions were determined in nearly all cases for phenol and indene products and in some cases for furans, cyclobutenones, and cyclopentenediones, which were minor products in these reactions. The product distribution for the reaction of each arylcarbene complex was determined as a function of both temperature and alkyne concentration, since the combined product distribution profiles provided a much more sensitive measure of the relative influences of the aryl substituents on the reaction outcome. Furthermore, this distribution profile was determined for the reactions with 3-hexyne and I-pentyne for each carbene complex. A series of monosubstituted arylcarbene complexes were examined to identify the effects of oxygen substituents at various positions on the aryl ring. The m-methoxy group has no effect on the product distribution, whereas the o-methoxy group influences the distribution by its ability to chelate to the metal center and the p-methoxy group influences the distribution by its ability to donate electrons by resonance. The product distributions from the reactions of the 2,3-, 2,4-, and 2,5-dimethoxy complexes followed the profile expected from the simple sum of the profiles of the monomethoxyl complexes. In all cases where an effect was observed, higher concentrations of alkyne led to a higher selectivity for phenol over indene products. The dependence of the product distribution on the concentration of the alkyne substrate is suggested to be due to a process in which a second molecule of alkyne coordinates to the metal center and determines the chemical outcome of an intermediate that has covalently incorporated the first alkyne. It is further suggested that the special ability of an alkyne to display this effect is related to the ability of an alkyne to readily switch from a 2 to a 4 e- donor. This phenomenon of substrate regulation of product distribution is termed the allochemical effect, and a mechanistic explanation is developed that features this proposed process and that is refined to accommodate the observed effects of solvent, temperature, chelation, and steric and electronic effects that have been observed for the reaction of carbene complexes and alkynes.
• EP1257264A4
  申请人：——

  公开号：EP1257264A4

  公开（公告）日：2005-08-10
• ESTROGEN RECEPTOR MODULATORS
  申请人：Merck & Co., Inc.

  公开号：EP1257264A1

  公开（公告）日：2002-11-20