N-[(4S,6S)-6-甲基-7,7-二羰基-5,6-二氢-4H-噻吩并[2,3-B]噻喃-4-YL]乙酰胺 | 66735-06-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: N-[(4S,6S)-6-甲基-7,7-二羰基-5,6-二氢-4H-噻吩并[2,3-B]噻喃-4-YL]乙酰胺
• 中文别名: 3-(4-异丙基苯基)-2-甲基丙酸
• 英文名称: p-isopropyl-α-methyl-hydroxycinnamic acid
• 英文别名: 3-(4-isopropylphenyl)-2-methylpropanoic acid；3-(4-isopropyl-phenyl)-2-methyl-propionic acid；3-(4-Isopropyl-phenyl)-2-methyl-propionsaeure；2-methyl-3-(4-propan-2-ylphenyl)propanoic Acid
• CAS: 66735-06-6；74648-04-7；77897-27-9
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: FLMVHZOJMRGXRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2918199090

反应信息

• 作为反应物：
  描述：

  N-[(4S,6S)-6-甲基-7,7-二羰基-5,6-二氢-4H-噻吩并[2,3-B]噻喃-4-YL]乙酰胺 在 硫酸 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 生成 ethyl 2-(5-isopropyl-2-methyl-1H-inden-3-yl)acetate
  参考文献：
  名称：

  Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

  摘要：

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.012
• 作为产物：
  描述：

  (E)-3-(4-异丙基苯基)-2-甲基-丙-2-烯酸 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 N-[(4S,6S)-6-甲基-7,7-二羰基-5,6-二氢-4H-噻吩并[2,3-B]噻喃-4-YL]乙酰胺
  参考文献：
  名称：

  Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

  摘要：

  RXR alpha represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXR alpha and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXR alpha (tRXR alpha) with the p85 alpha regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXR alpha-dependent AKT activation. A new compound 30 was identified to have improved biological activity. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.012

文献信息

• [EN] CATALYST<br/>[FR] CATALYSEUR
  申请人：BOREALIS AG

  公开号：WO2014096282A1

  公开（公告）日：2014-06-26

  A catalyst in solid particulate form free from an external carrier material comprising (i) a complex of formula (I) wherein M is zirconium or hafnium; each X is a sigma ligand; L is a divalent bridge selected from -R'2C-, -R'2C-CR'2-, -R'2Si-, -R'2Si-Si R'2-, -R'2 Ge-, wherein each R' is independently a hydrogen atom, C1-20-alkyl, tri(C1-20-alkyl)silyl, C6-20-aryl, C7-20-arylalkyl or C7-20-alkylaryl; R2 is a C1-20-hydrocarbyl radical; R2' is a C1-20-hydrocarbyl radical;R6 is a linear or branched aliphatic C1-20-hydrocarbyl group, SR9or OSR9;R6' is a linear or branched aliphatic C1-20-hydrocarbyl group, SR9'or OR9'; with the proviso that neither R6 or R6' represents a group having a quaternary carbon atom directly attached to the indenyl ring; R9 is a C1-20-hydrocarbyl group;R9' is a C1-20-hydrocarbyl group; Ar is a C6-12-aryl or C5-12-heteroaryl group optionally carrying one or more substituents R8; Ar' is a C6-12-aryl or C5-12-heteroaryl group optionally carrying one or more substituents R8';each R8 is a C1-20-hydrocarbyl group;each R8' is a C1-20 -hydrocarbyl group;wherein at least two of R2 and R2'; R6 and R6'; or Ar and Ar' are the same;and (ii) a cocatalyst comprising a compound of a group 13 metal, e.g. Al or boron.

  固体颗粒形式的催化剂，不含外部载体材料，包括（i）公式（I）的配合物，其中M为锆或铪；每个X为σ配体；L为从-R'2C-，-R'2C-CR'2-，-R'2Si-，-R'2Si-SiR'2-，-R'2Ge-中选择的二价桥；其中每个R'独立地是氢原子，C1-20烷基，三(C1-20烷基)硅基，C6-20芳基，C7-20芳基烷基或C7-20烷基芳基；R2为C1-20烃基基团；R2'为C1-20烃基基团；R6为线性或支链脂肪族C1-20烃基团，SR9或OSR9；R6'为线性或支链脂肪族C1-20烃基团，SR9'或OR9'；但R6或R6'均不代表直接连接到茚基环上的季碳原子的基团；R9为C1-20烃基团；R9'为C1-20烃基团；Ar为C6-12芳基或C5-12杂芳基，可选择携带一个或多个取代基R8；Ar'为C6-12芳基或C5-12杂芳基，可选择携带一个或多个取代基R8'；每个R8为C1-20烃基团；每个R8'为C1-20烃基团；其中至少有两个R2和R2'、R6和R6'或Ar和Ar'相同；以及（ii）包括13族金属化合物的共催化剂，例如铝或硼。
• Cycloalkylation of C(sp³)-H Bond with Neighboring Carboxylic Acid as Traceless Activating Group
  作者：Leiyang Lv、Zhiping Li

  DOI：10.1021/acs.joc.6b03091

  日期：2017.3.3

  cycloalkylation is developed with neighboring carboxylic acid as a traceless activating group. Primary and secondary alkyl carboxylic acids undergo decarboxylation/α-C(sp3)-H cleavage/cycloalkylation to give the five-membered cyclization products, while tertiary acids undergo decarboxylation/β-C(sp3)-H cleavage/cycloalkylation to generate the six-membered cyclization products.

  惰性C（sp3）-H键的选择性功能化是化学合成中的前沿挑战之一。开发了一种新的选择性C（sp3）-H键环烷基化的策略，将相邻的羧酸作为无痕活化基团。伯和仲烷基羧酸经过脱羧/α-C（sp3）-H裂解/环烷基化生成五元环化产物，而叔酸经历脱羧/β-C（sp3）-H裂解/环烷基化生成六元环化产物成员环化产品。
• ORGANIC COMPOUNDS
  申请人：Givaudan SA

  公开号：US20200330346A1

  公开（公告）日：2020-10-22

  The present invention refers to indanone derivatives of formula (I) wherein R 1 is selected from hydrogen, methyl and ethyl; R 2 is selected from hydrogen, methyl and ethyl, and R 3 is selected from hydrogen and methyl; or R 2 and R 3 form together with the carbon atoms to which they are attached C 3 -C 5 cycloalkyl; and R 4 is selected from C 2 -C 5 alkyl, C 2 -C 5 alkenyl, C 1 -C 4 alkoxy, C 3 -C 5 cycloalkyl, and C 3 -C 6 cycloalkenyl. The invention further refers to perfume compositions and fragrance applications comprising them.

  本发明涉及式(I)的吲哚酮衍生物，其中R1选择氢、甲基和乙基；R2选择氢、甲基和乙基，R3选择氢和甲基；或R2和R3与它们附着的碳原子一起形成C3-C5环烷基；R4选择C2-C5烷基、C2-C5烯基、C1-C4烷氧基、C3-C5环烷基和C3-C6环烯基。该发明还涉及包含它们的香水组合物和香料应用。
• CATALYST
  申请人：BOREALIS AG

  公开号：US20150329653A1

  公开（公告）日：2015-11-19

  A catalyst in solid particulate form free from an external carrier material comprising (i) a complex of formula (I) wherein M is zirconium or hafnium; each X is a sigma ligand; L is a divalent bridge selected from —R′ 2 C—, —R′ 2 C—CR′ 2 —, —R′ 2 Si—, —R′ 2 Si—SiR′ 2 —, —R′ 2 Ge—, wherein each R′ is independently a hydrogen atom, C 1-20 -alkyl, tri(C 1-20 -alkyl)silyl, C 6-20 -aryl, C 7-20 -arylalkyl or C 7-20 -alkylaryl; R 2 is a C 1-20 -hydrocarbyl radical; R 2′ is a C 1-20 -hydrocarbyl radical; R 6 is a linear or branched aliphatic C 1-20 -hydrocarbyl group, SR 9 or OR 9 ; R 6′ is a linear or branched aliphatic C 1-20 -hydrocarbyl group, SR 9′ or OR 9′ ; with the proviso that neither R 6 or R 6′ represents a group having a quaternary carbon atom directly attached to the indenyl ring; R 9 is a C 1-20 -hydrocarbyl group; R 9′ is a C 1-20 -hydrocarbyl group; Ar is a C 6-12 -aryl or C 5-12 -heteroaryl group optionally carrying one or more substituents R 8 ; Ar′ is a C 6-12 -aryl or C 5-12 -heteroaryl group optionally carrying one or more substituents R 8′ ; each R 8 is a C 1-20 -hydrocarbyl group; each R 8′ is a C 1-20 -hydrocarbyl group; and wherein at least two of R 2 and R 2′ ; R 6 and R 6′ ; or Ar and Ar′ are the same; and (ii) a cocatalyst comprising a compound of a group 13 metal, e.g. Al or boron.

  一种无外部载体材料的固体颗粒形式催化剂，包括(i) 公式（I）的配合物，其中M为锆或铪；每个X为σ配体；L为选择自-R'2C-，-R'2C-CR'2-，-R'2Si-，-R'2Si-SiR'2-，-R'2Ge-的二价桥接基，其中每个R'独立地为氢原子，C1-20烷基，三（C1-20烷基）硅基，C6-20芳基，C7-20芳基烷基或C7-20烷基芳基；R2为C1-20烃基基团；R2'为C1-20烃基基团；R6为线性或支链脂肪族C1-20烃基团，SR9或OR9；R6'为线性或支链脂肪族C1-20烃基团，SR9'或OR9'；但是R6或R6'不代表直接连接到茚烯环上的季碳原子基团；R9为C1-20烃基团；R9'为C1-20烃基团；Ar为C6-12芳基或C5-12杂芳基，可选地携带一个或多个取代基R8；Ar'为C6-12芳基或C5-12杂芳基，可选地携带一个或多个取代基R8'；每个R8为C1-20烃基团；每个R8'为C1-20烃基团；其中至少有两个R2和R2'；R6和R6'；或Ar和Ar'是相同的；以及(ii) 一种辅催化剂，包括13族金属化合物，例如铝或硼。
• Photoinduced Metal‐Free Decarboxylative Transformations: Rapid Access to Amines, Alkyl Halides, and Olefins
  作者：Jia‐jing Luo、Dong Jing、Cong Lu、Ke Zheng

  DOI：10.1002/ejoc.202300167

  日期：——

  variety of alkyl halides, amines, and olefins in the presence of nBu4NI in a single-step. It is a straightforward method which is applied to the functionalization of a series of primary, secondary, and tertiary aliphatic carboxylic acid derivatives and complex natural products. Mechanistically, a charge transfer complex (CTC) was formed through non-covalent interaction between RAE and nBu4NI. Upon photoexcitation

  在此，我们描述了一种多功能的光催化策略，用于在n Bu 4 NI 存在下一步将氧化还原活性酯 (RAE) 脱羧转化为各种卤代烷、胺和烯烃。它是一种直接的方法，适用于一系列伯、仲、叔脂肪族羧酸衍生物和复杂天然产物的功能化。从机制上讲，电荷转移复合物 (CTC) 是通过 RAE 和n Bu 4之间的非共价相互作用形成的你。在光激发后，氨盐充当有效的电子供体和自由基重组的碘源。温和的反应条件使该方法可用于复杂天然产物的修饰和多功能的后续转化。