(R)-1,4,7,10-Tetraoxacyclododecane-2-methanol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-1,4,7,10-Tetraoxacyclododecane-2-methanol
• 英文别名: [(2R)-1,4,7,10-tetraoxacyclododec-2-yl]methanol
• 化学式: C₉H₁₈O₅
• 分子量: 206.239
• InChiKey: NJIPEIQHUNDGPY-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-1,4,7,10-Tetraoxacyclododecane-2-methanol 、 alkaline earth salt of/the/ methylsulfuric acid 生成 (S)-1,4,7,10-Tetraoxacyclododecane-2-methyl acetate
  参考文献：
  名称：

  Lipase-Catalyzed Hydrolysis of Crowned Ester Substrates: Metal Cation-Enhanced Reactivity and Enantioselectivity of 12-Crown-4 Ester

  摘要：

  Lipase from Pseudomonas cepacia was first applied in hydrolysis of ester substrates which had crown ether, azacrown, and acyclic polyether moieties as cation binding sites. The reaction behaviors of these crowned ester substrates were changed by addition of alkali metal salts. In particular, 12-crown-4 ester offered enhanced reactivity and enantioselectivity in the presence of sodium salt. FAB MS, C-13 NMR, and computational studies revealed that the ester formed a diastereomeric complex in which Na+ cation was sandwiched between two chiral crowned substrates. The lipase reaction was effectively controlled by ''host-guest chemistry'' of the crowned ester substrate.

  DOI：

  10.1021/jo00102a027
• 作为产物：
  描述：

  1,4,7,10-Tetraoxacyclododecane-2-methyl acetate 在 sodium chloride 作用下， 反应 6.0h， 生成 (R)-1,4,7,10-Tetraoxacyclododecane-2-methanol 、 (S)-1,4,7,10-Tetraoxacyclododecane-2-methanol
  参考文献：
  名称：

  Enhanced reactivity and enantioselectivity in lipase-catalysed hydrolysis of 12-crown-4 ester via crown ether–metal complexation

  摘要：

  Lipase from Pseudomonas was first demonstrated to catalyse hydrolysis of a crown ether ester derivative; reaction rate and enantioselectivity are significantly enhanced by crown ether–metal complexation.

  DOI：

  10.1039/c39920001751

文献信息

• Chiral crown ethers
  申请人：MILES INC.

  公开号：EP0306802B1

  公开（公告）日：1991-05-15
• JPH01104067A
  申请人：——

  公开号：JPH01104067A

  公开（公告）日：1989-04-21
• US5047563A
  申请人：——

  公开号：US5047563A

  公开（公告）日：1991-09-10
• US5133934A
  申请人：——

  公开号：US5133934A

  公开（公告）日：1992-07-28
• [EN] SOLID PHASE EXTRACTION, DERIVATIZATION WITH CROWN ETHERS, AND MASS SPECTROMETRY, METHODS, REAGENTS AND KITS<br/>[FR] EXTRACTION EN PHASE SOLIDE, DÉRIVATISATION À L'AIDE D'ÉTHERS COURONNES, ET SPECTROMÉTRIE DE MASSE, PROCÉDÉS, RÉACTIFS ET KITS ASSOCIÉS
  申请人：QUANTALYTICAL LABS INC

  公开号：WO2016160741A1

  公开（公告）日：2016-10-06

  The present disclosure is directed to methods reagents and kits for solid phase extraction, derivatization with crown ether containing derivatizing agents, and mass spectrometry of the derivatized analytes.