6-(2-ethyl-1,3-dioxolan-2-yl)hexanal | 891270-03-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(2-ethyl-1,3-dioxolan-2-yl)hexanal
• 英文别名: 6-(2-Ethyl-1,3-dioxolan-2-yl)hexanal
• CAS: 891270-03-4
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: JVONRNWTPWPCCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(2-ethyl-1,3-dioxolan-2-yl)hexanal 在 盐酸 、 titanium(IV) tetraethanolate 、 正丁基锂 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.33h， 生成
  参考文献：
  名称：

  Synthesis of HDAC Inhibitor Libraries via Microscale Workflow

  摘要：

  DOI：

  10.1021/acsmedchemlett.0c00596
• 作为产物：
  描述：

  6-(2-ethyl-1,3-dioxolan-2-yl)-N-methoxy-N-methylhexanamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以75%的产率得到6-(2-ethyl-1,3-dioxolan-2-yl)hexanal
  参考文献：
  名称：

  A general approach to homochiral α-amino substituted bromo-heteroaromatics suitable for two-dimensional rapid analogue synthesis

  摘要：

  An efficient and general synthesis of homochiral alpha-amino substituted bromo-heteroaromatics B using a diastereoselective 1,2-addition has been developed. The obtained heteroaromatic intermediates allow for a rapid two-dimensional exploration of a new series of histone deacetylase inhibitors, through Suzuki-Miyaura cross-coupling reactions for the introduction of a second aromatic element, followed by global deprotection and derivatization of the amino group. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2009.08.013

文献信息

• Heterocycle Derivatives As Histone Deacetylase (Hdac) Inhibitors
  申请人：Attenni Barbara

  公开号：US20090048228A1

  公开（公告）日：2009-02-19

  The present invention relates to compounds of formula I: or pharmaceutically acceptable salts or tautomers thereof, which are inhibitors of histone deacetylase (HDAC). The compounds of the present invention are useful for treating cellular proliferative diseases, including cancer. Further, the compounds of the present invention are useful for treating neurodegenerative diseases, schizophrenia and stroke among other diseases.

  本发明涉及以下式I的化合物：或其药用可接受的盐或互变异构体，这些化合物是组蛋白去乙酰化酶（HDAC）的抑制剂。本发明的化合物可用于治疗细胞增殖性疾病，包括癌症。此外，本发明的化合物还可用于治疗神经退行性疾病、精神分裂症和中风等其他疾病。
• The synthesis of paleic acid, an antimicrobial agent effective against Mannheimia and Pasteurella, and its structurally related derivatives
  作者：Takumi Watanabe、Ikuko Kurata、Chigusa Hayashi、Masayuki Igarashi、Ryuichi Sawa、Yoshikazu Takahashi、Yuzuru Akamatsu

  DOI：10.1016/j.bmcl.2010.07.115

  日期：2010.10

  alkylation of an aldehyde using a chiral titanium sulfonamide complex and the cis double bond was installed using a Wittig reaction. This synthetic route was also applied to the preparation of structurally related analogs, which were used in structure–activity relationship studies for antibacterial activity.

  已经建立了一种合成途径，即对溶血曼海姆氏菌和多杀性巴斯德氏菌有效的抗菌剂草酸1。使用手性钛磺酰胺络合物通过醛的催化不对称烷基化来控制仲羟基的绝对构型，并使用Wittig反应安装顺式双键。该合成途径还用于制备结构相关的类似物，这些类似物用于抗菌活性的构效关系研究中。
• Heterocycle derivatives as histone deacetylase (HDAC) inhibitors
  申请人：Instituto Di Ricerche Di Biologia Molecolare P. Angeletti SpA

  公开号：US07863294B2

  公开（公告）日：2011-01-04

  The present invention relates to compounds of formula I: or pharmaceutically acceptable salts or tautomers thereof, which are inhibitors of histone deacetylase (HDAC). The compounds of the present invention are useful for treating cellular proliferative diseases, including cancer. Further, the compounds of the present invention are useful for treating neurodegenerative diseases, schizophrenia and stroke among other diseases.

  本发明涉及式I的化合物：或其药学上可接受的盐或互变异构体，它们是组蛋白去乙酰化酶（HDAC）的抑制剂。本发明的化合物对于治疗细胞增殖性疾病，包括癌症具有用途。此外，本发明的化合物对于治疗神经退行性疾病、精神分裂症和中风等疾病也具有用途。
• A general approach to homochiral α-amino substituted bromo-heteroaromatics suitable for two-dimensional rapid analogue synthesis
  作者：Carsten Schultz-Fademrecht、Olaf Kinzel、István E. Markó、Tomas Pospisil、Silvia Pesci、Michael Rowley、Philip Jones

  DOI：10.1016/j.tet.2009.08.013

  日期：2009.11

  An efficient and general synthesis of homochiral alpha-amino substituted bromo-heteroaromatics B using a diastereoselective 1,2-addition has been developed. The obtained heteroaromatic intermediates allow for a rapid two-dimensional exploration of a new series of histone deacetylase inhibitors, through Suzuki-Miyaura cross-coupling reactions for the introduction of a second aromatic element, followed by global deprotection and derivatization of the amino group. (C) 2009 Published by Elsevier Ltd.
• HETEROCYCLE DERIVATIVES AS HISTONE DEACETYLASE (HDAC) INHIBITORS
  申请人：ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.

  公开号：EP1828171A2

  公开（公告）日：2007-09-05