3-<2-(tetrahydropyranyloxy)ethyl>thiophene | 160557-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 3-<2-(tetrahydropyranyloxy)ethyl>thiophene
• 英文别名: 2-(2-Thiophen-3-ylethoxy)oxane
• CAS: 160557-19-7
• 化学式: C₁₁H₁₆O₂S
• 分子量: 212.313
• InChiKey: OHGFPQVFZDWADL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<2-(tetrahydropyranyloxy)ethyl>thiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 甲苯 、 苯 为溶剂， 反应 2.0h， 生成 4,4'-di<2-(tetrahydropyranyloxy)ethyl>-2,2'-bithiophene
  参考文献：
  名称：

  多羟基低聚噻吩。I.通过钯催化的噻吩基锡烷与噻吩基溴化物的偶合，3，4'-和3,3'-二（2-羟乙基）-2,2'-联噻吩的区域选择性合成。

  摘要：

  3,4'-和3,3'-二（2-羟乙基）-2,2'-联噻吩的合成是制备区域规则的头对尾和头对头多羟基寡聚噻吩的基础。描述。通过Pd（PPh 3）4进行合成催化3- [2-（四氢吡喃氧基）乙基]的2-和5-三甲基锡烷与相应的2-溴衍生物的交叉偶联，然后在酸性介质中使羟基脱保护。3,4'-[2-（四氢吡喃氧基）乙基] -2,2'-联噻吩的合成提供了不可忽略的量的4,4'-区域异构体，这是由于5-三甲基锡烷的均偶联反应引起的。3,3'-二（2-羟乙基）-2,2'-联噻吩转化成相应的磺酸钠盐的收率显示为55％，这表明多羟基寡噻吩实际上是制备苯并噻吩的有用前体。水溶性“自掺杂”低聚噻吩。

  DOI：

  10.1016/s0040-4020(01)89427-8
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 噻吩-3-乙醇 在 对甲苯磺酸 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以90%的产率得到3-<2-(tetrahydropyranyloxy)ethyl>thiophene
  参考文献：
  名称：

  多羟基低聚噻吩。I.通过钯催化的噻吩基锡烷与噻吩基溴化物的偶合，3，4'-和3,3'-二（2-羟乙基）-2,2'-联噻吩的区域选择性合成。

  摘要：

  3,4'-和3,3'-二（2-羟乙基）-2,2'-联噻吩的合成是制备区域规则的头对尾和头对头多羟基寡聚噻吩的基础。描述。通过Pd（PPh 3）4进行合成催化3- [2-（四氢吡喃氧基）乙基]的2-和5-三甲基锡烷与相应的2-溴衍生物的交叉偶联，然后在酸性介质中使羟基脱保护。3,4'-[2-（四氢吡喃氧基）乙基] -2,2'-联噻吩的合成提供了不可忽略的量的4,4'-区域异构体，这是由于5-三甲基锡烷的均偶联反应引起的。3,3'-二（2-羟乙基）-2,2'-联噻吩转化成相应的磺酸钠盐的收率显示为55％，这表明多羟基寡噻吩实际上是制备苯并噻吩的有用前体。水溶性“自掺杂”低聚噻吩。

  DOI：

  10.1016/s0040-4020(01)89427-8

文献信息

• NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS
  申请人：Janssen Pharmaceutica NV

  公开号：US20180319797A1

  公开（公告）日：2018-11-08

  The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及新颖的Formula (I)中的取代吡啶哌唑酮衍生物，其中R1、R2、R3、R4、R5、L、Z和X的含义如权利要求中所定义。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新型化合物的方法，包含上述化合物作为活性成分的药物组合物，以及将这些化合物用作药物的用途。
• [EN] NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS<br/>[FR] DÉRIVÉS SUBSTITUÉS DE PYRIDO-PIPÉRAZINONE D'UN NOUVEAU TYPE EN TANT QUE MODULATEURS DE LA GAMMA-SÉCRÉTASE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2014111457A1

  公开（公告）日：2014-07-24

  The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R1, R2, R3, R4, R5, L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及新颖的Formula (I)中R1、R2、R3、R4、R5、L、Z和X所定义含义的取代吡啶哌唑酮衍生物。根据本发明的化合物可用作γ-分泌酶调节剂。本发明还涉及制备这种新型化合物的方法，包含该化合物作为活性成分的药物组合物，以及将该化合物用作药物的用途。
• Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators
  申请人：Janssen Pharmaceutica NV

  公开号：US10246454B2

  公开（公告）日：2019-04-02

  The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R1, R2, R3, R4, R5, L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及式 (I) 的新型取代吡啶-哌嗪酮衍生物 其中 R1、R2、R3、R4、R5、L、Z 和 X 具有权利要求中定义的含义。根据本发明的化合物可用作γ 分泌酶调节剂。本发明进一步涉及制备这种新型化合物的工艺、包含所述化合物作为活性成分的药物组合物以及所述化合物作为药物的用途。
• NOVEL THIOPHENE COMPOUND AND PROCESS FOR PRODUCING CAFFENOFURAN OR ANALOGUE THEREOF FROM THE SAME
  申请人：SAN-EI GEN F.F.I., INC.

  公开号：EP1854791B1

  公开（公告）日：2011-07-13
• Novel Thiophene Compound and Process for Producing Caffenofuran or Analogue Thereof from the Same
  申请人：Katsumura Shigeo

  公开号：US20080167481A1

  公开（公告）日：2008-07-10

  The present invention provides a novel thiophene compound as a synthetic intermediate that is useful for efficient production of kahweofuran or an analogue thereof. The present invention also provides a process for producing kahweofuran or an analogue thereof using the novel thiophene compound as an intermediate material. Of novel thiophene compounds represented by Formula (1): wherein R 1 is a hydrogen atom or a C 1 -C 4 lower alkyl group; R 2 is a hydrogen atom or an alcohol-protecting group; R 3 is a hydrogen atom, —COR 4 or —C(OH)R 5 (wherein R 4 and R 5 each represent a C 1 -C 4 lower alkyl group); provided that when R 2 and R 3 are hydrogen atoms, R 1 is not any of a hydrogen atom, methyl group, or n-propyl group; a thiophene compound represented by Formula (2) is reduced and cyclized in the presence of a transition metal catalyst to produce kahweofuran or kahweofuran analogue (3 a ) shown below: wherein R 1 is a hydrogen atom or a C 1 -C 4 lower alkyl group, and R 4 is a C 1 -C 4 lower alkyl group.