1-(4-methylphenylsulfonyl)-5,5-diphenylazepan-4-one | 922504-30-1

• 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-methylphenylsulfonyl)-5,5-diphenylazepan-4-one
• 英文别名: 1-(4-Methylbenzene-1-sulfonyl)-5,5-diphenylazepan-4-one；1-(4-methylphenyl)sulfonyl-5,5-diphenylazepan-4-one
• CAS: 922504-30-1
• 化学式: C₂₅H₂₅NO₃S
• 分子量: 419.544
• InChiKey: UVOIIFSPUUSKOE-UHFFFAOYSA-N

物化性质

• 沸点：
  588.6±60.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenylsulfonyl)-5,5-diphenylazepan-4-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以89%的产率得到1-(4-Methylphenyl)sulfonyl-5,5-diphenylazepan-4-ol
  参考文献：
  名称：

  Synthesis of cis-4,5-Diarylazepanes

  摘要：

  以 5,5-二芳基氮杂环庚烷-4-酮为起始原料，通过还原、甲磺酸化、重排和氢化反应顺序，以适度的总产率合成取代的顺式-4,5-二芳基氮杂环庚烷。

  DOI：

  10.1055/s-0030-1260974
• 作为产物：
  描述：

  1-[(4-甲基苯基)磺酰基]哌啶-4-甲醛 在 Celite 、 三氟化硼乙醚 、 间氯过氧苯甲酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-(4-methylphenylsulfonyl)-5,5-diphenylazepan-4-one
  参考文献：
  名称：

  Synthesis of diarylazepan-4-ones

  摘要：

  Synthesis of several 3,3-diarylazepan-4-ones and 5,5-diarylazepan-4-ones has been established starting from two tetrasubstituted olefins, which is derived from commercially available piperidine-3-carboxylic acid ethyl ester and piperidine-4-carboxylic acid ethyl ester. The single isomer with the structural skeleton of 3,3-diarylazepan-4-one and 5,5-diarylazepan-4-one is constructed in two functional group transformations of Grignard addition/dehydration and epoxidation/pinacol rearrangement. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.072

文献信息

• BF₃-Oet₂/Et₃SiH-Mediated Rearrangement of 4-Aryl-5,5-Diphenylazapan-4-Ols
  作者：Meng-Yang Chang、Yung-Hua Kung、Shui-Tein Chen

  DOI：10.1002/jccs.200700232

  日期：2007.12

  Synthesis of 2-(2-arylethyl)-3,3-diphenylpyrrolidines has been established starting from different 4-aryl-5,5-diphenylazepan-4-ols via boron trifluoride etherate/triethylsilane-mediated rearrangement.

  已经从不同的 4-aryl-5,5-diphenylazepan-4-ols 通过三氟化硼醚合物/三乙基硅烷介导的重排开始合成 2-(2-arylethyl)-3,3-diphenylpyrrolidines。
• BF3–OEt2-mediated rearrangement of 4-substituted-5,5-diphenylazepan-4-ols
  作者：Meng-Yang Chang、Yung-Hua Kung、Tsun-Cheng Wu

  DOI：10.1016/j.tet.2007.02.030

  日期：2007.4

  Synthesis of 2-(2- substituted-ethylidene)-3,3 -diphenylpyrrolidines has been established starting from different 4-substituted-4-aryl-5,5-diphenylazepan-4-ols via boron trifluoride etherate-mediated rearrangement. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of diarylazepan-4-ones
  作者：Meng-Yang Chang、Yung-Hua Kung、Chih-Chong Ma

  DOI：10.1016/j.tetlet.2006.11.072

  日期：2007.1

  Synthesis of several 3,3-diarylazepan-4-ones and 5,5-diarylazepan-4-ones has been established starting from two tetrasubstituted olefins, which is derived from commercially available piperidine-3-carboxylic acid ethyl ester and piperidine-4-carboxylic acid ethyl ester. The single isomer with the structural skeleton of 3,3-diarylazepan-4-one and 5,5-diarylazepan-4-one is constructed in two functional group transformations of Grignard addition/dehydration and epoxidation/pinacol rearrangement. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of cis-4,5-Diarylazepanes
  作者：Meng-Yang Chang、Nien-Chia Lee

  DOI：10.1055/s-0030-1260974

  日期：2011.8

  Substituted cis-4,5-diarylazepanes are synthesized in modest overall yields starting from 5,5-diarylazepan-4-ones by a ­reduction, mesylation, rearrangement, and hydrogenation reaction sequence.

  以 5,5-二芳基氮杂环庚烷-4-酮为起始原料，通过还原、甲磺酸化、重排和氢化反应顺序，以适度的总产率合成取代的顺式-4,5-二芳基氮杂环庚烷。