3,6-dihydro-2-methoxy-4-methyl-2H-pyran | 31080-83-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,6-dihydro-2-methoxy-4-methyl-2H-pyran
• 英文别名: 2-methoxy-4-methyl-3,6-dihydro-2H-pyran
• CAS: 31080-83-8
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: NRJLCNDIVVCUIE-UHFFFAOYSA-N

物化性质

• 沸点：
  161.6±40.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-甲基-3-丁烯-1-醇 、 原甲酸三甲酯 生成 3,6-dihydro-2-methoxy-4-methyl-2H-pyran
  参考文献：
  名称：

  PERTON, F.;ALBIZATI, KIM F., J. ORG. CHEM., 52,(1987) N 18, 4128-4130

  摘要：

  DOI：

文献信息

• The intramolecular silyl modified sakurai (ISMS) reaction. A novel and highly convergent synthesis of oxocenes
  作者：Abdelaziz Mekhalfia、István E Markó、Harry Adams

  DOI：10.1016/s0040-4039(00)92307-4

  日期：1991.1

  By employing the intramolecular version of the SMS reaction, oxocenes, including spiroethers and spiroketals, can be prepared in a highly convergent, one-step operation.

  通过使用SMS的分子内形式，可以以高度收敛的一步式操作制备茂新化合物，包括螺醚和螺酮化合物。
• Chemistry of dioxenium cations. Synthetic and mechanistic studies on the stereocontrolled formation of tetrahydropyrans from homoallylic alcohols and ortho esters
  作者：Francoise Perron-Sierra、Michele A. Promo、Van A. Martin、Kim F. Albizati

  DOI：10.1021/jo00021a043

  日期：1991.10

  Despite their long history, dioxenium cations are underutilized reactive synthetic intermediates. It was found that ortho esters and homoallylic alcohols in the presence of Lewis acids provide 4-heterosubstituted pyranosides in a stereoselective manner. The mechanistic course of events was supported by control experiments and synthesis of a putative mixed ortho ester intermediate which exhibited identical reactivity. A transition state for termination of the dioxenium cation-olefin cyclization is proposed, involving intramolecular delivery of chloride by a coordinated tin species. Structure-reactivity relationships indicate that a cation-stabilizing substituent (alkyl or alkoxy) at the internal position of the olefin is required for cyclization. A variety of 3-alkyl-substituted homoallylic alcohols cyclize cleanly to substituted 2-alkoxytetrahydropyrans in good yield. beta-silyloxy silyl enol ethers were found to smoothly provide 4-oxotetrahydropyranosides when subjected to the same reaction conditions. For these substrates, the course of the cyclization proceeds in a different manner involving a rapid intermolecular Mukaiyama aldol condensation followed by transacetalization.
• Synthesis of 4-hetero-substituted pyranosides via dioxenium cation-olefin cyclization
  作者：Francoise Perron、Kim F. Albizati

  DOI：10.1021/jo00227a037

  日期：1987.9
• PERTON, F.;ALBIZATI, KIM F., J. ORG. CHEM., 52,(1987) N 18, 4128-4130
  作者：PERTON, F.、ALBIZATI, KIM F.

  DOI：——

  日期：——