1-(4-methoxyphenyl)propyl mesylate

• 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: 1-(4-methoxyphenyl)propyl mesylate
• 化学式: C₁₁H₁₆O₄S
• 分子量: 244.312
• InChiKey: GZGRGWXNQUYDCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-碘萘 、 1-(4-methoxyphenyl)propyl mesylate 在 异丙基氯化镁 、 zinc(II) iodide 、 NiBr2*diglyme 、 (4S,4'S,5S,5'S)-4,4'-bis(methoxymethyl)-5,5'-diphenyl-4,4',5,5'-tetrahydro-2,2'-bioxazole 、 lithium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 38.0h， 以94%的产率得到(S)-2-(1-(4-methoxyphenyl)propyl)naphthalene
  参考文献：
  名称：

  Nickel/Bis(oxazoline)-Catalyzed Asymmetric Negishi Arylations of Racemic Secondary Benzylic Electrophiles to Generate Enantioenriched 1,1-Diarylalkanes

  摘要：

  A tertiary stereogenic center that bears two different aryl substituents is found in a variety of bioactive compounds, including medicines such as Zoloft and Detrol. We have developed an efficient method for the synthesis of enantioenriched 1,1-diarylalkanes from readily available racemic benzylic alcohols. Formation of a benzylic mesylate (which is not isolated), followed by treatment with an arylzinc reagent, LiI, and a chiral nickel/bis(oxazoline) catalyst, furnishes the Negishi cross-coupling product in high ee and good yield. A wide array of functional groups (e.g., an aryl iodide, a thiophene, and an N-Boc-indole) are compatible with the mild reaction conditions. This method has been applied to a gram-scale synthesis of a precursor to Zoloft.

  DOI：

  10.1021/ja408561b
• 作为产物：
  描述：

  1-(4-甲氧苯基)丙烷-1-OL 、 甲基磺酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.58h， 生成 1-(4-methoxyphenyl)propyl mesylate
  参考文献：
  名称：

  Nickel/Bis(oxazoline)-Catalyzed Asymmetric Negishi Arylations of Racemic Secondary Benzylic Electrophiles to Generate Enantioenriched 1,1-Diarylalkanes

  摘要：

  A tertiary stereogenic center that bears two different aryl substituents is found in a variety of bioactive compounds, including medicines such as Zoloft and Detrol. We have developed an efficient method for the synthesis of enantioenriched 1,1-diarylalkanes from readily available racemic benzylic alcohols. Formation of a benzylic mesylate (which is not isolated), followed by treatment with an arylzinc reagent, LiI, and a chiral nickel/bis(oxazoline) catalyst, furnishes the Negishi cross-coupling product in high ee and good yield. A wide array of functional groups (e.g., an aryl iodide, a thiophene, and an N-Boc-indole) are compatible with the mild reaction conditions. This method has been applied to a gram-scale synthesis of a precursor to Zoloft.

  DOI：

  10.1021/ja408561b

文献信息

• Novel tricyclic azepine derivatives, method for production thereof and pharmaceutical compositions comprising the same
  申请人：Gallet Sebastien

  公开号：US20060079677A1

  公开（公告）日：2006-04-13

  A compound of formula (I): wherein: represents benzo or pyrido, optionally fused in the 2-3, 3-4 or 4-5 position to a phenyl, (C 4 -C 8 )cycloalkyl or heterocyclic group, which may be optionally substituted, W represents X—Y or Y—X, wherein: X represents and Y represents oxygen or N—R 3 , n represents zero or an integer from 1 to 6, G, R 1 , R 2 and R 3 are as defined in the description, its enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful for the treatment of cancerous diseases.

  式(I)的化合物：其中：表示苯并或吡啶，并且可以在2-3、3-4或4-5位置与苯基、(C4-C8)环烷基或杂环基融合，该基团可以选择性地被取代，W表示X—Y或Y—X，其中：X表示，Y表示氧或N—R3，n表示零或1到6之间的整数，G、R1、R2和R3如描述中所定义，其对映体和非对映体异构体，以及其与药用酸或碱形成的可接受的盐，以及含有这些化合物的药物产品，用于治疗癌症性疾病。