2-羟基-4-甲氧基-6-(正丙基)苯甲酸甲酯 | 57074-20-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-羟基-4-甲氧基-6-(正丙基)苯甲酸甲酯
• 英文名称: methyl 2-hydroxy-4-methoxy-6-propylbenzoate
• 英文别名: methyl divaricatinate；divaricatinic acid methyl ester
• CAS: 57074-20-1
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: AMIFUERDBHUQRB-UHFFFAOYSA-N

物化性质

• 沸点：
  357.1±42.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-羟基-4-甲氧基-6-(正丙基)苯甲酸甲酯 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 34.0h， 以48%的产率得到2-hydroxy-4-methoxy-6-propylbenzoic acid
  参考文献：
  名称：

  双环[3.1.0]己-2-酮的开环：用于构建取代苯甲酸酯的多功能合成平台

  摘要：

  描述了使用双环[3.1.0] hexan-2-ones开发高效2π旋转开环芳构化序列的过程。这种前所未有的转变可在热条件下有效进行，并且可以轻松构建独特取代的多官能化苯甲酸酯。在胺或醇的存在下，分别形成取代的苯胺或醚。此外，该方法的实用性在短的癸二酸甲酯的合成中得到了证明。

  DOI：

  10.1002/anie.201506232
• 作为产物：
  描述：

  2-羟基-4-(2-羟基-4-甲氧基-6-丙基苯甲酰氧基)-6-丙基苯甲酸 在 氢氧化钾 作用下， 生成 2-羟基-4-甲氧基-6-(正丙基)苯甲酸甲酯
  参考文献：
  名称：

  Asahina; Akagi, Chemische Berichte, 1935, vol. 68, p. 1130,1132

  摘要：

  DOI：

文献信息

• Regioselective Synthesis of Polyketide-Type Phenols by Formal [3+3]-Cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes with 3-Oxoorthoesters
  作者：Peter Langer、Mathias Lubbe、Jörg-Peter Gütlein、Helmut Reinke

  DOI：10.1055/s-0028-1083524

  日期：——

  A variety of 4-methoxysalicylates and related polyketide-type phenols are regioselectively prepared by the first formal [3+3]-cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-oxoorthoesters.

  通过将1,3-双(三甲基硅氧基)-1,3-丁二烯与3-氧代邻酯进行第一次形式上的[3+3]环缩合反应，选择性合成了多种4-甲氧基水杨酸酯及相关的多酮类苯酚。
• Regioselective synthesis of salicylates and acetophenones by formal [3+3]-cyclocondensations of 3-oxoorthoesters with 1,3-bis(trimethylsilyloxy)-1,3-butadienes
  作者：Jörg-Peter Gütlein、Mathias Lubbe、Holger Feist、Alexander Villinger、Peter Langer

  DOI：10.1515/znb-2020-0114

  日期：2021.1.27

  A variety of 4-methoxysalicylates and related polyketide-type phenols are regioselectively prepared by formal [3+3] cyclocondensations of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 3-oxo-orthoesters. Cycloalkyl-substituted salicylates were prepared for the first time.

  摘要：通过1,3-双(三甲基硅氧基)-1,3-丁二烯与3-氧代邻酯的形式[3+3]环缩合，选择性地制备了各种4-甲氧基水杨酸酯和相关的多酮型酚。首次制备了环烷基取代的水杨酸酯。
• Effects of cancer and anti-neoplastic treatment on the human testicular function
  作者：A. De Palma、E. Vicari、I. Palermo、R. D’Agata、Aldo E. Calogero

  DOI：10.1007/bf03343795

  日期：2000.11

  Men with testicular neoplasia (TN) and Hodgkin's disease (HD) are those who more frequently require treatment for fertility because these malignancies affect patients during the reproductive age and because the early diagnosis and the improved anti-neoplastic treatments cure most of these patients. Although some of them can father a child spontaneously, assisted reproductive techniques allow fatherhood to patients with severe spermatogenesis impairment and this possibility has raised concern about the long-term consequence of the testicular damage induced by chemo- and/or radiotherapy. This paper reviews the effects of cancer per se and of anti-neoplastic treatments on gonadal function, sperm aneuploidy rate and sperm DNA integrity. A debate is still open as to whether TN or HD per se may impair spermatogenesis. Many studies have shown that this is the case, albeit others have challenged this view. Chemo- and/or radiotherapy affects negatively gonadal function, rendering almost all patients azoospermics. However, spontaneous pregnancies and a high degree of spermatogenesis recovery occur with time. A large body of literature on sperm chromosome complement suggests an increased rate of structural and numerical chromosome abnormalities in patients with cancer during anti-neoplastic treatment. A minority of them has, however, shown that this effect disappears with time. An interesting and relatively new aspect is the study of sperm DNA integrity in patients with TN and HD particularly following chemo- and/or radiotherapy. The scanty information available seems to suggest that these patients have a permanent or at least a long-lasting DNA fragmentation in their spermatozoa. (C) 2000, Editrice Kurtis.
• Mori, Kenji; Kamada, Atsushi; Mori, Hideto, Liebigs Annalen der Chemie, 1989, p. 303 - 306
  作者：Mori, Kenji、Kamada, Atsushi、Mori, Hideto

  DOI：——

  日期：——
• Asahina; Kusaka, Chemische Berichte, 1936, vol. 69, p. 450,452
  作者：Asahina、Kusaka

  DOI：——

  日期：——