4-(4-oxopentyl)benzoic acid | 615581-69-6

• 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: 4-(4-oxopentyl)benzoic acid
• 英文别名: 4-(4-Oxo-pentyl)-benzoic acid
• CAS: 615581-69-6
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: JSIATMXAQLPNHS-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  378.4±35.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-oxopentyl)benzoic acid 在 六甲基磷酰三胺 、 三氢化钐 、 氯化亚砜 、 1,2-二碘乙烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 3.0h， 生成 (8RS,8aRS)-8-hydroxy-N,N,8-trimethyl-3,5,6,7,8,8a-hexahydro-2-naphthalenecarboxamide
  参考文献：
  名称：

  Samarium(II)-Promoted Radical Spirocyclization onto an Aromatic Ring

  摘要：

  Samarium(II)-mediated spirocyclization onto an aromatic ring was achieved by the reaction of methyl 4-(4-oxoalkyl)benzoates with SmI2 in the presence of i-PrOH and HMPA, yielding methyl 1-alkyl-1-hydroxyspiro[4.5]dec-6-ene-8-carboxylates in moderate to high yields. Utilizing this chemistry, spiro[3.5] and -[5.5] systems, and sterically congested spiro[4.5] systems, were easily synthesized. For the successful conversion, appropriate activation of the aromatic ring has proven to be extremely important: while an ester or amide functionality on the aromatic ring can promote the spirocyclization, a sulfonamide substituent causes ortho cyclization.

  DOI：

  10.1021/jo034767w
• 作为产物：
  描述：

  2-(1,3-二氧戊环-2-基)乙基三苯基溴化磷 在 palladium on activated charcoal lithium hydroxide 、 氢气 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， -40.0~20.0 ℃ 、101.33 kPa 条件下， 反应 15.5h， 生成 4-(4-oxopentyl)benzoic acid
  参考文献：
  名称：

  Samarium(II)-Promoted Radical Spirocyclization onto an Aromatic Ring

  摘要：

  Samarium(II)-mediated spirocyclization onto an aromatic ring was achieved by the reaction of methyl 4-(4-oxoalkyl)benzoates with SmI2 in the presence of i-PrOH and HMPA, yielding methyl 1-alkyl-1-hydroxyspiro[4.5]dec-6-ene-8-carboxylates in moderate to high yields. Utilizing this chemistry, spiro[3.5] and -[5.5] systems, and sterically congested spiro[4.5] systems, were easily synthesized. For the successful conversion, appropriate activation of the aromatic ring has proven to be extremely important: while an ester or amide functionality on the aromatic ring can promote the spirocyclization, a sulfonamide substituent causes ortho cyclization.

  DOI：

  10.1021/jo034767w

文献信息

• NOVEL N-SUBSTITUTED-PYRROLIDINES AS INHIBITORS OF MDM2-P-53 INTERACTIONS
  申请人：Bartkovitz David Joseph

  公开号：US20110086854A1

  公开（公告）日：2011-04-14

  There are provided compounds of the formula wherein X, Y, R 1 , R 2 , R 3 , R 3 , R 4 , and R 5 are as described herein and enantiomers and pharmaceutically acceptable salts and esters thereof which are useful as anticancer agents.

  提供的化合物具有如下公式：其中X、Y、R1、R2、R3、R3、R4和R5如本文所述，以及作为抗癌剂有用的对映异构体和药用可接受的盐和酯。
• N-substituted-pyrrolidines as inhibitors of MDM2-P-53 interactions
  申请人：Hoffmann-La Roche Inc.

  公开号：US08017607B2

  公开（公告）日：2011-09-13

  There are provided compounds of the formula wherein X, Y, R1, R2, R3, R3, R4, and R5 are as described herein and enantiomers and pharmaceutically acceptable salts and esters thereof which are useful as anticancer agents.

  提供了以下化合物的公式，其中X、Y、R1、R2、R3、R3、R4和R5如此描述，其对映异构体和药学上可接受的盐和酯，这些化合物可用作抗癌剂。
• US8017607B2
  申请人：——

  公开号：US8017607B2

  公开（公告）日：2011-09-13
• [EN] NOVEL N-SUBSTITUTED-PYRROLIDINES AS INHIBITORS OF MDM2-P-53 INTERACTIONS<br/>[FR] NOUVELLES PYRROLIDONES N-SUBSTITUÉES COMME INHIBITEURS D'INTERACTIONS MDM2-P53
  申请人：HOFFMANN LA ROCHE

  公开号：WO2011045257A1

  公开（公告）日：2011-04-21

  There are provided compounds of the formula (I) wherein X, Y, R1, R2, R3, R3, R4, and R5 are as described herein and enantiomers and pharmaceutically acceptable salts and esters thereof which are useful as anticancer agents.