3,5-Dimethoxybenzaldehyde ethylene acetal | 140464-70-6

• 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: 3,5-Dimethoxybenzaldehyde ethylene acetal
• 英文别名: 3,5-dimethoxy-1-(1,3-dioxolan-2-yl)benzene；2-(3,5-dimethoxyphenyl)-[1,3]dioxolan；2-(3,5-Dimethoxyphenyl)-1,3-dioxolane
• CAS: 140464-70-6
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: JQNWRIDXOJJUIG-UHFFFAOYSA-N

物化性质

• 沸点：
  321.2±42.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-Dimethoxybenzaldehyde ethylene acetal 在 molybdenum(VI) oxide on silica 作用下， 以 水 、 丙酮 为溶剂， 反应 0.88h， 生成 3,5-二甲氧基苯甲醛
  参考文献：
  名称：

  Protection and Deprotection of Acetals by Using MoO₃/SiO₂

  摘要：

  Acetalization of aldehydes using a new silica-supported molybdenum(VI) oxide (20%) catalyst has been explored. Additionally, facile deprotection strategy for the acetals is reported including the results from the replacement of solvent studies. The protocol achieved the protection O,O-acetals in excellent yield within a few hours under neutral conditions and also deprotection of aromatic O,O-acetals in excellent yields was achieved within a few minutes in aqueous acetone.

  DOI：

  10.1080/15459620500408868
• 作为产物：
  描述：

  3,5-二甲氧基苯甲醛 、 乙二醇 在 camphor-10-sulfonic acid 作用下， 以 苯 为溶剂， 反应 16.0h， 以95%的产率得到3,5-Dimethoxybenzaldehyde ethylene acetal
  参考文献：
  名称：

  完全保护的对映肌idi酸的不对称合成。

  摘要：

  [结构：见正文]描述了一种完全保护的对-肌ino二酸衍生物14的不对称合成。作为关键步骤，应用了芳烃三羰基铬（0）络合物的对映选择性去质子化和非对映选择性Suzuki偶联。氨基酸功能的不对称中心是通过立体控制的Strecker反应产生的。

  DOI：

  10.1021/ol016218n

文献信息

• Asymmetric Synthesis of a Fully Protected <i>e</i><i>nt</i>-Actinoidinic Acid
  作者：René Wilhelm、David A. Widdowson

  DOI：10.1021/ol016218n

  日期：2001.10.1

  [structure: see text] The asymmetric synthesis of a fully protected ent-actinoidinic acid derivative 14 is described. As key steps, an enantioselective deprotonation of an arene tricarbonylchromium(0) complex and a diastereoselective Suzuki coupling were applied. The asymmetric centers of the amino acid function were created via stereocontrolled Strecker reactions.

  [结构：见正文]描述了一种完全保护的对-肌ino二酸衍生物14的不对称合成。作为关键步骤，应用了芳烃三羰基铬（0）络合物的对映选择性去质子化和非对映选择性Suzuki偶联。氨基酸功能的不对称中心是通过立体控制的Strecker反应产生的。
• 3-Amino-pyrazolo[3,4b]pyridines as inhibitors of protein tyrosine kinases, their production and use as pharmaceutical agents
  申请人：Schwede Wolfgang

  公开号：US20090030010A1

  公开（公告）日：2009-01-29

  This invention relates to compounds of general formula I in which R 1 and R 2 are described in this application, the use of the compounds of general formula I as inhibitors of protein tyrosine kinases for treatment of various diseases as well as the compounds of general formulas II and III as intermediate compounds for the production of compounds of general formula I, whereby X, R 1a and R 2a have the meaning that is described in general formulas II and III.

  本发明涉及一般式I的化合物，其中R1和R2在本申请中被描述，一般式I的化合物用作蛋白质酪氨酸激酶的抑制剂以治疗各种疾病，以及一般式II和III的化合物作为一般式I的化合物的中间体化合物的使用，其中X，R1a和R2a具有在一般式II和III中描述的含义。
• 3-amino-pyrazolo[3,4b]pyridines as inhibitors of protein tyrosine kinases, their production and use as pharmaceutical agents
  申请人：Bayer Schering Pharma AG

  公开号：US07977325B2

  公开（公告）日：2011-07-12

  This invention relates to compounds of general formula I in which R1 and R2 are described in this application, the use of the compounds of general formula I as inhibitors of protein tyrosine kinases for treatment of various diseases as well as the compounds of general formulas II and III as intermediate compounds for the production of compounds of general formula I, wherein X, R1a and R2a have the meaning that is described in general formulas II and III.

  本发明涉及通式I的化合物，其中R1和R2在本申请中有所描述，通式I的化合物作为蛋白酪氨酸激酶的抑制剂用于治疗各种疾病，以及通式II和III的化合物作为通式I化合物的中间体化合物的生产，其中X、R1a和R2a具有通式II和III中所描述的含义。
• WO2006/63805
  申请人：——

  公开号：——

  公开（公告）日：——
• 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.