2-methyl-1-[4-(methylsulfonyl)phenyl]-1-oxobutan-2-yl(propan-2-yloxy)acetate | 256339-22-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-1-[4-(methylsulfonyl)phenyl]-1-oxobutan-2-yl(propan-2-yloxy)acetate
• 英文别名: (RS)-1-(4-Methanesulfonylbenzoyl)-1-methylpropyl-2-isopropoxyacetate；[2-Methyl-1-(4-methylsulfonylphenyl)-1-oxobutan-2-yl] 2-propan-2-yloxyacetate
• CAS: 256339-22-7
• 化学式: C₁₇H₂₄O₆S
• 分子量: 356.44
• InChiKey: CPSXNXMVSHGLAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methyl-1-[4-(methylsulfonyl)phenyl]-1-oxobutan-2-yl(propan-2-yloxy)acetate 在 三氟乙酸异丙酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以85%的产率得到5(R)-5-ethyl-5-methyl-4-(4-(methylsulfonyl)phenyl)-3-(2-propoxy)-5H-furan-2-one
  参考文献：
  名称：

  An approach for the enantioselective synthesis of biologically active furanones from a Morita–Baylis–Hillman adduct

  摘要：

  Herein, we disclose an approach for the asymmetric synthesis of both enantiomers of an anti-inflammatory furanone. The approach is based on the utilization of a Morita-Baylis-Hillman adduct as starting material and has as key step a selective epoxide-opening/benzylic oxidation mediated by Palladium (II). This sequence afforded an advanced intermediate, which was used to accomplish the total synthesis. Experimental evidences allowed us to suggest a mechanistic proposal for the oxidation Palladium(II)-mediated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.077
• 作为产物：
  描述：

  2-hydroxy-2-methyl-1-[4-(methylsulfonyl)phenyl]-1-butanone 、 异丙氧基乙酸 在 4-二甲氨基吡啶 、 N,N'-二异丙基碳二亚胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 13.0h， 生成 2-methyl-1-[4-(methylsulfonyl)phenyl]-1-oxobutan-2-yl(propan-2-yloxy)acetate
  参考文献：
  名称：

  An approach for the enantioselective synthesis of biologically active furanones from a Morita–Baylis–Hillman adduct

  摘要：

  Herein, we disclose an approach for the asymmetric synthesis of both enantiomers of an anti-inflammatory furanone. The approach is based on the utilization of a Morita-Baylis-Hillman adduct as starting material and has as key step a selective epoxide-opening/benzylic oxidation mediated by Palladium (II). This sequence afforded an advanced intermediate, which was used to accomplish the total synthesis. Experimental evidences allowed us to suggest a mechanistic proposal for the oxidation Palladium(II)-mediated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.077

文献信息

• (Methylsulfonyl)phenyl-2-(5H)-furanones as COX-2 inhibitors
  申请人：Merck Frosst Canada, Inc.

  公开号：US06020343A1

  公开（公告）日：2000-02-01

  The invention encompasses the novel compound of Formula I useful in the treatment of cyclooxygenase-2 mediated diseases. ##STR1## The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of Formula I.

  这项发明涵盖了用于治疗环氧合酶-2介导疾病的新型化合物I的公式。该发明还涵盖了用于治疗环氧合酶-2介导疾病的某些药物组合物，包括化合物I的公式。
• Synthesis of ketosulfone esters
  申请人：——

  公开号：US20020143205A1

  公开（公告）日：2002-10-03

  This invention encompasses a process for making a compound of Formula A 1 These compounds are intermediates useful in the preparation of certain non-steroidal anti-inflammatory agents.

  本发明包括一种制造式 A 化合物的工艺 1 这些化合物是用于制备某些非甾体抗炎剂的中间体。
• US5981576A
  申请人：——

  公开号：US5981576A

  公开（公告）日：1999-11-09
• US6020343A
  申请人：——

  公开号：US6020343A

  公开（公告）日：2000-02-01
• US6169188B1
  申请人：——

  公开号：US6169188B1

  公开（公告）日：2001-01-02