(S)-3-(phenylsulfonyl)-2,4-cyclohexadiene-1-ol | 235793-15-4

• 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: (S)-3-(phenylsulfonyl)-2,4-cyclohexadiene-1-ol
• 英文别名: (1S)-3-(benzenesulfonyl)cyclohexa-2,4-dien-1-ol
• CAS: 235793-15-4
• 化学式: C₁₂H₁₂O₃S
• 分子量: 236.291
• InChiKey: ZNCWHCVRRQEVPH-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-(phenylsulfonyl)-2,4-cyclohexadiene-1-ol 在 四(三苯基膦)钯 咪唑 、 叔丁基过氧化氢 、 苄基三甲基氢氧化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1S,6S)-2-(benzenesulfonyl)-6-[tert-butyl(dimethyl)silyl]oxycyclohexa-2,4-dien-1-ol
  参考文献：
  名称：

  Asymmetric Epoxy Cyclohexenyl Sulfones:  Readily Accessible Progenitors of Stereodefined Six-Carbon Arrays¹

  摘要：

  [GRAPHICS]Enantiopure epoxy vinyl sulfones serve as highly effective substrates for a variety of stereo- and regiospecific oxidation and nucleophilic functionalization reactions. These materials can be easily transformed to cyclic and acyclic six carbon segments. Nucleophilic epoxidation of 3a,b followed by palladium[0] catalysis enables access to differentially protected arene diols 21 and 22.

  DOI：

  10.1021/ol990523f
• 作为产物：
  描述：

  (1S,6S)-2-Benzenesulfonyl-7-oxa-bicyclo[4.1.0]hept-2-ene 在 lithium hexamethyldisilazane 、 水 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到(S)-3-(phenylsulfonyl)-2,4-cyclohexadiene-1-ol
  参考文献：
  名称：

  Asymmetric Epoxy Cyclohexenyl Sulfones:  Readily Accessible Progenitors of Stereodefined Six-Carbon Arrays¹

  摘要：

  [GRAPHICS]Enantiopure epoxy vinyl sulfones serve as highly effective substrates for a variety of stereo- and regiospecific oxidation and nucleophilic functionalization reactions. These materials can be easily transformed to cyclic and acyclic six carbon segments. Nucleophilic epoxidation of 3a,b followed by palladium[0] catalysis enables access to differentially protected arene diols 21 and 22.

  DOI：

  10.1021/ol990523f

文献信息

• Versatile and Functionalised Intermediates for the Synthesis of Vitamin D and Novel Vitamin D Derivatives
  申请人：ENDOTHERM GMBH

  公开号：US20150344421A1

  公开（公告）日：2015-12-03

  Novel intermediates for the complete synthesis of vitamin D are provided that allow a great versatility of functional groups in the final vitamin derivatives. Vitamin derivatives that are epimeric in position 3 and vitamin derivatives with a wide range of functionalities in position 18, including compounds with isotopic labelling are provided.

  提供了用于完全合成维生素D的新型中间体，这些中间体允许在最终维生素衍生物中具有极大的功能性基团多样性。提供了在3号位置外消旋的维生素衍生物和在18号位置具有广泛功能性的维生素衍生物，包括具有同位素标记的化合物。
• VERSATILE AND FUNCTIONALISED INTERMEDIATES FOR THE SYNTHESIS OF VITAMIN D AND NOVEL VITAMIN D DERIVATIVES
  申请人：Endotherm GmbH

  公开号：EP2933246B1

  公开（公告）日：2020-01-08
• Intramolecular Methylation of an Allyl Sulfone via Lithium Alkoxyaluminate; Application to the Enantioselective Synthesis of the CD Ring of Vitamin D₃
  作者：Vikas Sikervar、Philip L. Fuchs

  DOI：10.1021/ol301144a

  日期：2012.6.1

  Alcohol-directed intramolecular methylation of an enantiopure allyl sulfone using AIMe(3) provides a trans-hydrindane CD ring alcohol. The substrate cis-CD ring allyl sulfone alcohol is prepared via intramolecular allyl sulfonyl anion addition to aldehyde using Ba(OH)(2).
• US9994508B2
  申请人：——

  公开号：US9994508B2

  公开（公告）日：2018-06-12