(2S,3R)-2,3-dimethyl-(2-phenylthiomethyl)cyclohexanone | 1107508-34-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2S,3R)-2,3-dimethyl-(2-phenylthiomethyl)cyclohexanone
• 英文别名: (2S,3R)-2,3-dimethyl-2-(phenylsulfanylmethyl)cyclohexan-1-one
• CAS: 1107508-34-8
• 化学式: C₁₅H₂₀OS
• 分子量: 248.389
• InChiKey: FCUMODBUBGXUAX-DOMZBBRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2,3-dimethyl-(2-phenylthiomethyl)cyclohexanone 在 oxone 作用下， 以 甲醇 、 水 为溶剂， 以87%的产率得到(2S,3R)-2,3-dimethyl-2-(phenylsulfonylmethyl)cyclohexanone
  参考文献：
  名称：

  The first synthesis of ent-agelasine F

  摘要：

  Agelasine F has previously been isolated from marine sponges (Agelas sp.) and has been associated with various bioactivities including inhibitory activity on Mycobacterium tuberculosis. No total synthesis of this natural product has been reported. ent-Agelasine F has now been synthesized for the first time, starting from (R)-pulegone. The synthesis is considerably more efficient than a previously reported route to rac-agelasine F. ent-Agelasine F is found to exhibit antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.081
• 作为产物：
  描述：

  氯甲基苯硫醚 、 (R)-(2,3-dimethylcyclohex-1-enyloxy)trimethylsilane 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以57%的产率得到(2S,3R)-2,3-dimethyl-(2-phenylthiomethyl)cyclohexanone
  参考文献：
  名称：

  The first synthesis of ent-agelasine F

  摘要：

  Agelasine F has previously been isolated from marine sponges (Agelas sp.) and has been associated with various bioactivities including inhibitory activity on Mycobacterium tuberculosis. No total synthesis of this natural product has been reported. ent-Agelasine F has now been synthesized for the first time, starting from (R)-pulegone. The synthesis is considerably more efficient than a previously reported route to rac-agelasine F. ent-Agelasine F is found to exhibit antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.081

文献信息

• The first synthesis of ent-agelasine F
  作者：Ágnes Proszenyák、Morten Brændvang、Colin Charnock、Lise-Lotte Gundersen

  DOI：10.1016/j.tet.2008.10.081

  日期：2009.1

  Agelasine F has previously been isolated from marine sponges (Agelas sp.) and has been associated with various bioactivities including inhibitory activity on Mycobacterium tuberculosis. No total synthesis of this natural product has been reported. ent-Agelasine F has now been synthesized for the first time, starting from (R)-pulegone. The synthesis is considerably more efficient than a previously reported route to rac-agelasine F. ent-Agelasine F is found to exhibit antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.