methyl (1,7,9-trimethyl-3,5-dioxa-12-azawurtzitano)acetate | 408501-65-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (1,7,9-trimethyl-3,5-dioxa-12-azawurtzitano)acetate
• 英文别名: Methyl 2-(1,7,9-trimethyl-3,5-dioxa-12-azatetracyclo[5.3.1.12,6.04,9]dodecan-12-yl)acetate
• CAS: 408501-65-5
• 化学式: C₁₅H₂₃NO₄
• 分子量: 281.352
• InChiKey: IKSGMOYPDNEBGI-UHFFFAOYSA-N

物化性质

• 沸点：
  338.2±42.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (1,7,9-trimethyl-3,5-dioxa-12-azawurtzitano)acetate 在 碳酸氢钠 作用下， 以 氘代乙腈 、 重水 为溶剂， 反应 336000.0h， 生成 氘代甲醇-d
  参考文献：
  名称：

  Hydride-Transfer Domino Rearrangement of Glycine-Containing Dioxa-azawurtzitane

  摘要：

  The novel synthetic method for dioxa-azawurtzitanes to selectively cap amino groups in amino acids or peptides is described. Mixing the CH3CN solution of cis, cis-1,3,5-triformyl-1,3,5-trimethylcyclohexane (2) with the aqueous solution of the equimolar amounts of glycine and NaHCO3 yields glycine-containing dioxa-azawurtzitane 7-Na. Dioxa-azawurtzitane 7-Na almost quantitatively isomerizes to lactone-imine 9-Na through the hydride-transfer rearrangement in CH3CN/H2O. Lactone-imine 9-Na also isomerizes to lactam-aldehyde 12-Na in DMSO.

  DOI：

  10.1021/jo011088h
• 作为产物：
  描述：

  甘氨酸甲酯盐酸盐 、 cis,cis-1,3,5-triformyl-1,3,5-trimethylcyclohexane 在 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以96%的产率得到methyl (1,7,9-trimethyl-3,5-dioxa-12-azawurtzitano)acetate
  参考文献：
  名称：

  Hydride-Transfer Domino Rearrangement of Glycine-Containing Dioxa-azawurtzitane

  摘要：

  The novel synthetic method for dioxa-azawurtzitanes to selectively cap amino groups in amino acids or peptides is described. Mixing the CH3CN solution of cis, cis-1,3,5-triformyl-1,3,5-trimethylcyclohexane (2) with the aqueous solution of the equimolar amounts of glycine and NaHCO3 yields glycine-containing dioxa-azawurtzitane 7-Na. Dioxa-azawurtzitane 7-Na almost quantitatively isomerizes to lactone-imine 9-Na through the hydride-transfer rearrangement in CH3CN/H2O. Lactone-imine 9-Na also isomerizes to lactam-aldehyde 12-Na in DMSO.

  DOI：

  10.1021/jo011088h