methyl 2,6-dimethoxy-4-dimethoxymethylbenzoate | 140464-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2,6-dimethoxy-4-dimethoxymethylbenzoate
• 英文别名: 3,5-Dimethoxyl-4-methoxycarbonyl-benzaldehyde dimethyl ketal；methyl 4-(dimethoxymethyl)-2,6-dimethoxybenzoate
• CAS: 140464-79-5
• 化学式: C₁₃H₁₈O₆
• 分子量: 270.282
• InChiKey: HHEUPIANUDTALD-UHFFFAOYSA-N

物化性质

• 沸点：
  359.9±42.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2,6-dimethoxy-4-dimethoxymethylbenzoate 在 palladium on activated charcoal 硫酸 、 水 、 氢气 、 氯化铵 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 31.0h， 生成 4-isopropyl-3,5-dimethoxybenzaldehyde
  参考文献：
  名称：

  Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5-Trimethoxybenzaldehyde Dimethyl Acetal

  摘要：

  Reductive metalation of 3,4,5-trimethoxybenzaldehyde dimethyl acetal followed by reaction with suitable electrophiles is the key step of a reaction sequence leading to the synthesis of naturally occurring 4-alkyl-3,5-dihydroxy-substituted trans-stilbenes having antibiotic activity.

  DOI：

  10.1081/scc-120018690
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛二甲基缩醛 、 氯甲酸甲酯 在 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 以75%的产率得到methyl 2,6-dimethoxy-4-dimethoxymethylbenzoate
  参考文献：
  名称：

  Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5-Trimethoxybenzaldehyde Dimethyl Acetal

  摘要：

  Reductive metalation of 3,4,5-trimethoxybenzaldehyde dimethyl acetal followed by reaction with suitable electrophiles is the key step of a reaction sequence leading to the synthesis of naturally occurring 4-alkyl-3,5-dihydroxy-substituted trans-stilbenes having antibiotic activity.

  DOI：

  10.1081/scc-120018690

文献信息

• Syntheses of naturally occurring cytotoxic [7.7]paracyclophanes, (−)-cylindrocyclophane A and its enantiomer, and implications for biological activity
  作者：Hiroyuki Yamakoshi、Fumiya Ikarashi、Masataka Minami、Masatoshi Shibuya、Tsutomu Sugahara、Naoki Kanoh、Hisatsugu Ohori、Hiroyuki Shibata、Yoshiharu Iwabuchi

  DOI：10.1039/b909646a

  日期：——

  The total syntheses of (−)-cylindrocyclophane A (1), a naturally occurring, cytotoxic [7.7]paracyclophane, and its enantiomer have been achieved in an enantiodivergent manner starting from a chiral propargyl alcohol building block using Smith's cross metathesis/ring-closing metathesis protocol as the key step. The biological evaluation of both enantiomers of cylindrocyclophane A (1 and ent-1) and its

  的总合成 （-）-圆柱环烷A（1），天然存在的细胞毒性[7.7]对环烷从其手性炔丙醇构件开始，以史密斯的交叉复分解/闭环复分解方案为关键步骤，以对映体的方式获得了该化合物及其对映体。对cylindrocyclophane A（1和ent -1）的两个对映体及其类似物的生物学评价表明，1的手性与它的细胞毒性无关。间苯二酚 强大的[7.7]对环烷骨架中嵌入的图案。
• INDENYL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND MEDICAL USES THEREOF
  申请人：ADT PHARMACEUTICALS, INC.

  公开号：US20160168113A1

  公开（公告）日：2016-06-16

  Disclosed are compounds, for example, compounds of formula I, wherein R, R 0 , R 1 -R 8 , n, X, Y, Y′, and E are as described herein, pharmaceutical compositions containing such compounds, and methods of treating or preventing a disease or condition, for example, cancer.

  本发明涉及化合物，例如公式I中的化合物，其中R、R0、R1-R8、n、X、Y、Y′和E的定义如本文所述，以及含有此类化合物的药物组合物和治疗或预防疾病或病症（例如癌症）的方法。
• Regioselective reductive electrophilic substitution of derivatives of 3,4,5-trimethoxybenzaldehyde
  作者：Ugo Azzena、Giovanni Melloni、Anna Maria Piroddi、Emanuela Azara、Stefania Contini、Emma Fenude

  DOI：10.1021/jo00037a029

  日期：1992.5

  The behavior of several protected derivatives of 3,4,5-trimethoxybenzaldehyde has been investigated under conditions of electron transfer from alkali metals in aprotic solvents. The 4-methoxy group can be regioselectively removed in good to high yield under such conditions, and an appropriate choice of the protecting group, metal, and solvent allows its substitution with a variety of electrophiles. 3,4,5-Trimethoxybenzaldehyde dimethyl acetal, 1, is the starting material of choice for a new general synthetic approach to several polysubstituted resorcinol dimethyl ethers. Investigation of the mechanism of demethoxylation, with the aid of labeling experiments, showed that reductive demethoxylation is strongly influenced by the nature of the aldehyde protective group employed.
• Synthesis of Antibiotic Stilbenes by Reductive Metalation of 3,4,5-Trimethoxybenzaldehyde Dimethyl Acetal
  作者：Ugo Azzena、Maria Vittoria Idini、Luciano Pilo

  DOI：10.1081/scc-120018690

  日期：2003.1.5

  Reductive metalation of 3,4,5-trimethoxybenzaldehyde dimethyl acetal followed by reaction with suitable electrophiles is the key step of a reaction sequence leading to the synthesis of naturally occurring 4-alkyl-3,5-dihydroxy-substituted trans-stilbenes having antibiotic activity.