trans-2,5-diethoxy-1,4-dioxane-2,5-dimethanol O-2¹,O-5¹-bis-benzyloxylate | 221552-26-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-2,5-diethoxy-1,4-dioxane-2,5-dimethanol O-2¹,O-5¹-bis-benzyloxylate
• 英文别名: (2R,5S)-2,5-diethoxy-2,5-bis(phenylmethoxymethyl)-1,4-dioxane
• CAS: 221552-26-7
• 化学式: C₂₄H₃₂O₆
• 分子量: 416.514
• InChiKey: LBLGBGYERIZBGE-PSWAGMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  30.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  trans-2,5-diethoxy-1,4-dioxane-2,5-dimethanol O-2¹,O-5¹-bis-benzyloxylate 在 硫酸 作用下， 以 乙醇 为溶剂， 生成 cis-2,5-diethoxy-1,4-dioxane-2,5-dimethanol O-2¹,O-5¹-bis-benzyloxylate
  参考文献：
  名称：

  Studies on the unusual stability of cis-2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane

  摘要：

  Almost equal amounts of the trans and cis isomers of 2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane (2trans and 2cis) are obtained by treating dihydroxyacetone with acidic ethanol. To explain the formation of an unusually large quantity of 2cis, conformation analyses and equilibration experiments were performed for the related compounds. The results indicate that the stability of 2cis derives not from the hydroxymethyl groups but from the unusually stable twist-boat conformation. The factors stabilizing the twist-boat conformation in 2cis were discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00003-4
• 作为产物：
  描述：

  1,3-dihydroxyacetone dimer 在 硫酸 、 sodium hydride 作用下， 反应 6.0h， 生成 trans-2,5-diethoxy-1,4-dioxane-2,5-dimethanol O-2¹,O-5¹-bis-benzyloxylate
  参考文献：
  名称：

  Studies on the unusual stability of cis-2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane

  摘要：

  Almost equal amounts of the trans and cis isomers of 2,5-diethoxy-2,5-bis(hydroxymethyl)-1,4-dioxane (2trans and 2cis) are obtained by treating dihydroxyacetone with acidic ethanol. To explain the formation of an unusually large quantity of 2cis, conformation analyses and equilibration experiments were performed for the related compounds. The results indicate that the stability of 2cis derives not from the hydroxymethyl groups but from the unusually stable twist-boat conformation. The factors stabilizing the twist-boat conformation in 2cis were discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00003-4