2-(4-methoxyphenyl)-5-methylene-[1,3]dioxane | 168321-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-5-methylene-[1,3]dioxane
• 英文别名: 2-(4-methoxyphenyl)-5-methylene-1,3-dioxane；2-(4-Methoxyphenyl)-5-methylidene-1,3-dioxane
• CAS: 168321-65-1
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: DCNCOGWFMIGXSA-UHFFFAOYSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  314.6±42.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)-5-methylene-[1,3]dioxane 在 9-硼双环[3.3.1]壬烷 、 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以78%的产率得到(2-(4-methoxyphenyl)-1,3-dioxan-5-yl)methanol
  参考文献：
  名称：

  Synthesis of arylidene-substituted gelastatin analogues and their screening for MMP-2 inhibitory activity

  摘要：

  A series of arylidene-substituted gelastatin analogues were synthesized in a divergent manner. Each analogue was obtained as a mixture of isomers. Calculation methods were devised to deduce the MMP-2 inhibitory activity of each isomer from the activity of an isomeric mixture and its composition. This protocol is suitable for rapidly generating a variety of arylidene-substituted gelastatin analogues and screening them for highly active inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.037
• 作为产物：
  描述：

  2-亚甲基-1,3-丙二醇 、 4-甲氧基苯甲醛 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以93%的产率得到2-(4-methoxyphenyl)-5-methylene-[1,3]dioxane
  参考文献：
  名称：

  Synthesis of arylidene-substituted gelastatin analogues and their screening for MMP-2 inhibitory activity

  摘要：

  A series of arylidene-substituted gelastatin analogues were synthesized in a divergent manner. Each analogue was obtained as a mixture of isomers. Calculation methods were devised to deduce the MMP-2 inhibitory activity of each isomer from the activity of an isomeric mixture and its composition. This protocol is suitable for rapidly generating a variety of arylidene-substituted gelastatin analogues and screening them for highly active inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.037

文献信息

• Four acid-catalysed dehydration reactions proceed without interference
  作者：Rio Carlo Lirag、Ognjen Š. Miljanić

  DOI：10.1039/c4cc02990a

  日期：——

  Four acid-catalysed dehydration reactions can proceed in one pot, simultaneously and without interference, to yield one imine, one acetal (or boronic ester), one ester and one alkene, even though many other cross-products could be conceived. This advanced self-sorting behaviour is attributed to different dehydration rates, brought about by dissimilar electronic properties of starting materials.

  即使可以设想许多其他交叉产物，也可以在一个反应​​釜中同时进行四个酸催化的脱水反应，而不会产生干扰，从而生成一种亚胺，一种乙缩醛（或硼酸酯），一种酯和一种烯烃。这种先进的自选行为归因于不同的脱水速率，这是由起始原料的不同电子特性引起的。
• 3-AMINO-5-CARBOXY-SUBSTITUTED PIPERIDINES AND 3-AMINO-4-CARBOXY-SUBSTITUTED PYRROLIDINES AS TACHYKININ ANTAGONISTS
  申请人：PFIZER INC.

  公开号：EP0719253B1

  公开（公告）日：2004-04-28
• US6083943A
  申请人：——

  公开号：US6083943A

  公开（公告）日：2000-07-04
• [EN] 3-AMINO-5-CARBOXY-SUBSTITUTED PIPERIDINES AND 3-AMINO-4-CARBOXY-SUBSTITUTED PYRROLIDINES AS TACHYKININ ANTAGONISTS<br/>[FR] PIPERIDINES 3-AMINO-5-CARBOXY-SUBSTITUEES ET PYRROLIDINES 3-AMINO-4-CARBOXY-SUBSTITUEES UTILISEES COMME ANTAGONISTES DE TACHYKININE
  申请人：PFIZER INC.

  公开号：WO1995007886A1

  公开（公告）日：1995-03-23

  (EN) A compound of the chemical formula (I) and its pharmaceutically acceptable salt, wherein Y is C2-C4 alkylene; Z is a valence bond or C1-C6 alkylene; R1 is substituted or unsubstituted aryl (e.g., phenyl and naphthyl) or heteroaryl (e.g., thienyl and furyl); R2 is hydrogen or C1-C6 alkyl; R3 is hydrogen, hydroxy or the like; R4 is substituted or unsubstituted benzyl or the like. Typical examples are (2S*,3S*,4S*,5R*)-4-Carboxy-3-[N-(5-Isopropyl-2-methoxy-benzyl)amino]-5-methyl-2-phenylpyrrolidine and (2S*,3S*,5S*)-5-Carboxy-3-[N-(2-methoxy-5-trifluoromethoxybenzyl)amino]-2-phenylpiperidine. The novel substituted azaheterocyclecarboxylic acids in this invention have excellent substance P antagonistic activity and are thus useful for the treatement of gastrointestinal disorders, central nervous system disorders, allergy, inflammatory diseases, asthma, pain, emesis or migraine in mammals, especially humans.(FR) Composé de formule chimique (I) et son sel acceptable en pharmacologie. Dans la formule, Y représente C2-C4 alkylène; Z représente une liaison de valence ou C1-C6 alkylène; R1 représente aryle substitué ou non (par exemple phényle et naphtyle) ou hétéroaryle (par exemple thiényle et furyle); R2 représente hydrogène ou C1-C6 alkyle; R3 représente hydrogène, hydroxy ou une substance analogue; R4 représente benzyle substitué ou non ou une substance analogue. Des exemples typiques sont la (2S*,3S*,4S*,5R*)-4-carboxy-3-[N-(5-isopropyl-2-méthoxy-benzyl)amino]-5-méthyl-2-phénylpyrrolidine et la (2S*,3S*,5S*)-5-carboxy-3-[N-(2-méthoxy-5-trifluorométhoxybenzyl)amino]-2-phénylpipéridine. Les nouveaux acides azahétérocyclecarboxyliques substitués ci-décrits présentent une excellente activité d'antagonistes vis-à-vis de la substance P et sont utiles dans le traitement de troubles gastro-intestinaux et du système nerveux central, d'allergies, de maladies inflammatoires, d'asthme, de la douleur, des vomissements, ou de la migraine chez les mammifères, notamment chez l'homme.