Methanesulfonic acid (1S,6S)-6-methanesulfonyloxymethyl-cyclohex-3-enylmethyl ester | 213918-77-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Methanesulfonic acid (1S,6S)-6-methanesulfonyloxymethyl-cyclohex-3-enylmethyl ester
• 英文别名: [(1S,6S)-6-(methylsulfonyloxymethyl)cyclohex-3-en-1-yl]methyl methanesulfonate
• CAS: 213918-77-5
• 化学式: C₁₀H₁₈O₆S₂
• 分子量: 298.381
• InChiKey: QXQBWEJTOQIKJY-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid (1S,6S)-6-methanesulfonyloxymethyl-cyclohex-3-enylmethyl ester 在 四氧化锇 、 lithium aluminium tetrahydride 、 二甲基亚砜 、 N-甲基吗啉氧化物 、 三氟乙酸酐 、 sodium sulfite 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 33.5h， 生成 (4S,5S)-2-hydroxy-4,5-dimethyl-cyclohex-2-enone
  参考文献：
  名称：

  Stereoelectronic effects in the reactions of conformationally restricted, substituted cyclohexane-1,2-diones with 1,2-diols

  摘要：

  The asymmetric synthesis of a Ct-symmetric cyclic 1,2-diketone is reported along with investigations into its properties as a potential asymmetric protecting group for 1,2-diols as the corresponding 1,2-diacetal. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00227-4
• 作为产物：
  描述：

  (4S,5S)-4,5-bis(hydroxymethyl)cyclohexene 、 甲基磺酰氯 在 吡啶 作用下， 反应 17.0h， 以81%的产率得到Methanesulfonic acid (1S,6S)-6-methanesulfonyloxymethyl-cyclohex-3-enylmethyl ester
  参考文献：
  名称：

  Stereoelectronic effects in the reactions of conformationally restricted, substituted cyclohexane-1,2-diones with 1,2-diols

  摘要：

  The asymmetric synthesis of a Ct-symmetric cyclic 1,2-diketone is reported along with investigations into its properties as a potential asymmetric protecting group for 1,2-diols as the corresponding 1,2-diacetal. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00227-4

文献信息

• [EN] [6+5] FUSED BICYCLES AS A THROMBIN ANTAGONIST, PROCESS FOR PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE BICYCLES<br/>[FR] BICYCLES FUSIONNÉS [6+5] EN TANT QU'ANTAGONISTES DE LA THROMBINE, PROCÉDÉ DE PRÉPARATION DE CEUX-CI ET COMPOSITIONS PHARMACEUTIQUES CONTENANT LES BICYCLES
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2011162562A2

  公开（公告）日：2011-12-29

  The present invention relates to the new [6+5] fused bicycle derivatives, pharmaceutically acceptable salts or isomers thereof, processes for preparing the same, and pharmaceutical compositions comprising the same. The [6+5] fused bicycle derivatives can antagonize the thrombin receptor and thus may be effectively used for the treatment and prevention of thrombus, platelet aggregation, atherosclerosis, restenosis, blood coagulation, hypertension, arrhythmia, angina pectoris, heart failure, inflammation and cancer when used alone or with other cardiovascular agents.
• Synthesis and in vivo evaluation of 3,4-disubstituted gababutins
  作者：David C. Blakemore、Justin S. Bryans、Pauline Carnell、Mark J. Field、Natasha Kinsella、Jack K. Kinsora、Leonard T. Meltzer、Simon A. Osborne、Lisa R. Thompson、Sophie C. Williams

  DOI：10.1016/j.bmcl.2009.10.121

  日期：2010.1

  A range of 3,4-alkylated five-membered ring derivatives of gabapentin were synthesised. One compound (21) had an excellent level of potency against alpha(2)delta and was pro. led in in vivo models of pain and anxiety. (c) 2009 Elsevier Ltd. All rights reserved.
• Stereoelectronic effects in the reactions of conformationally restricted, substituted cyclohexane-1,2-diones with 1,2-diols
  作者：Roman Lenz、Steven V Ley、Dafydd R Owen、Stuart L Warriner

  DOI：10.1016/s0957-4166(98)00227-4

  日期：1998.7

  The asymmetric synthesis of a Ct-symmetric cyclic 1,2-diketone is reported along with investigations into its properties as a potential asymmetric protecting group for 1,2-diols as the corresponding 1,2-diacetal. (C) 1998 Elsevier Science Ltd. All rights reserved.