Piperidine, 4-(diphenylmethylene)-1-(methylsulfonyl)- | 916976-31-3

• 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: Piperidine, 4-(diphenylmethylene)-1-(methylsulfonyl)-
• 英文别名: 4-benzhydrylidene-1-methylsulfonylpiperidine
• CAS: 916976-31-3
• 化学式: C₁₉H₂₁NO₂S
• 分子量: 327.447
• InChiKey: ISSUWPWCKAHCNI-UHFFFAOYSA-N

物化性质

• 沸点：
  490.5±55.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Piperidine, 4-(diphenylmethylene)-1-(methylsulfonyl)- 在 sodium tetrahydroborate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 1-(methylsulfonyl)-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：

  4-苯甲酰基哌啶盐酸盐 在 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Piperidine, 4-(diphenylmethylene)-1-(methylsulfonyl)-
  参考文献：
  名称：

  CAN-mediated rearrangement of 4-benzhydrylidenepiperidines

  摘要：

  Several 1-substituted phenyl-(4-phenylpiperidin-4-yl)methanones are synthesized in modest overall yields starting from the reaction of different 1-substituted 4-benzhydrylidenepiperidines via CAN-mediated rearrangement. This facile strategy was also used to synthesize meperidine analog. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.068

文献信息

• Selectfluor-promoted fluorination of piperidinyl olefins
  作者：Meng-Yang Chang、Nien-Chia Lee、Ming-Fang Lee、Yu-Ping Huang、Chung-Han Lin

  DOI：10.1016/j.tetlet.2010.08.090

  日期：2010.11

  4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate (Selectfluor) is reported. Two transformations from endo-olefin 1 to allylic fluoride 3 and from exo-olefin 2 to fluorohydrin 6 proceed via allylic fluorination and fluorohydroxylation in moderate yields. It presents two novel reactions promoted by Selectfluor and broadens the scope of application.

  通过哌啶子基外表皮的处理，简单而直接地合成1-取代的4-芳基-5-氟-1,2,3,6-四氢吡啶（3）或1-取代的4-二芳基甲酰基-4-氟哌啶（6）-或内烯烃与1-氯甲基-4-氟-1,4-二氮鎓双环[2.2.2]辛烷双（四氟硼酸盐（的Selectfluor）报道从两次转变。内切α-烯烃1至烯丙基氟化物3和从外烯烃2至氟代醇6通过烯丙基氟化和氟羟基化进行中等收率。它展示了Selectfluor促进的两个新颖反应，并扩大了应用范围。
• 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.
• Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin
  作者：Meng-Yang Chang、Chung-Han Lin、Yeh-Long Chen

  DOI：10.1016/j.tetlet.2010.01.020

  日期：2010.3

  Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin with the modest yields is described. This facile strategy was also used to synthesize several 4-arylpyridines, 3-hydroxy-4-arylpyridines, and 3,4-diarylpyridines. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
• CAN-mediated rearrangement of 4-benzhydrylidenepiperidines
  作者：Meng-Yang Chang、Tsun-Cheng Wu、Chun-Yu Lin、Ching-Yi Hung

  DOI：10.1016/j.tetlet.2006.09.068

  日期：2006.11

  Several 1-substituted phenyl-(4-phenylpiperidin-4-yl)methanones are synthesized in modest overall yields starting from the reaction of different 1-substituted 4-benzhydrylidenepiperidines via CAN-mediated rearrangement. This facile strategy was also used to synthesize meperidine analog. (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。