1-Hydroxy-2-methoxymethoxy-cyclohexan | 90201-49-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Hydroxy-2-methoxymethoxy-cyclohexan
• 英文别名: 2-(Methoxymethoxy)cyclohexan-1-ol
• CAS: 90201-49-3
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: QGLIJYYHMDSNIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Hydroxy-2-methoxymethoxy-cyclohexan 在 戴斯-马丁氧化剂 作用下， 生成 2-(methoxymethoxy)cyclohexanone
  参考文献：
  名称：

  Formal Synthesis of (±)-Guanacastepene A

  摘要：

  A 17 step synthesis of 55, a late intermediate in Danishefsky's guanacastepene A synthesis, has been completed in 4% overall yield. Key features include the use of vinylmagnesium bromide in the Pd-catalyzed coupling with triflate 13 to give triene 16 without the formation of Heck products, a novel extension of the Stork-Jung vinylsilane Robinson annulation that provides tricyclic 2-hydroxymethylcyclohexenone 42 from 23b in four steps and 51% yield, the ability to obtain almost exclusively alpha'-alkylation of 35ba by the proper choice of protecting groups, and the ability to obtain the desired -alcohol selectively by reduction of keto alcohol 42 rather than keto ester 53.

  DOI：

  10.1021/jo026702j
• 作为产物：
  描述：

  (1R,2R)-1-Allyloxy-2-methoxymethoxy-cyclohexane 在 (ϖ-allyl)palladium triflate based catalyst 苯胺 作用下， 反应 5.0h， 以85%的产率得到1-Hydroxy-2-methoxymethoxy-cyclohexan
  参考文献：
  名称：

  Facile and Selective Deallylation of Allyl Ethers Using Diphosphinidenecyclobutene-Coordinated Palladium Catalysts

  摘要：

  (pi-Allyl)palladium triflate bearing a 1,2-bis(4-methoxyphenyl)-3,4-bis(2,4,6-tri-tert-butylphenylphosphinidene)cyclobutene ligand (DPCB-OMe), [Pd(eta(3)-C3H5)(DPCB-OMe)]OTf, efficiently catalyzes deallylation of a variety of allyl ethers in aniline to give corresponding alcohols in high yields under mild conditions. The reactions can be performed in air without loss of a variety of functionalities including vinyl, alkynyl, hydroxy, acetoxy, silyloxy, and acetal groups. Allyl 2-allyloxybenzoate selectively undergoes deallylation of the allyloxy group to give allyl salicylate in quantitative yield.

  DOI：

  10.1021/jo049732q