1-(2,4-bis(methoxymethoxy)pyridin-3-yl)ethanol | 1501971-50-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2,4-bis(methoxymethoxy)pyridin-3-yl)ethanol
• 英文别名: 1-[2,4-Bis(methoxymethoxy)pyridin-3-yl]ethanol
• CAS: 1501971-50-1
• 化学式: C₁₁H₁₇NO₅
• 分子量: 243.26
• InChiKey: GYRQOXJEVNMBJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2,4-bis(methoxymethoxy)pyridin-3-yl)ethanol 在 吡啶 、 仲丁基锂 、 sodium hydride 、 戴斯-马丁氧化剂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 19.5h， 生成 (+)-cis-5-(1,4-dihydroxycyclohexyl)-4-hydroxy-3-[(2E,4E,6E)-6,8,10-trimethyl-2,4,5-dodecatrienoyl]-2(1H)-pyridinone
  参考文献：
  名称：

  Directed Orthometalation and the Asymmetric Total Synthesis of N-Deoxymilitarinone A and Torrubiellone B

  摘要：

  A diverted total synthesis (DTS) approach to the total synthesis of pyridone alkaloids N-deoxymilitarinone A (8) and torrubiellone B (10) has been developed. The common intermediate 14 was first assembled by a dual directed orthometalation process using a methoxymethyl group as directed metalation group. Other crucial steps include the assembly of polyenes under aldol condensation for DTS using general and concise strategy and diastereoselective synthesis of the syn-dimethyl array by an Evans aldol reaction.

  DOI：

  10.1021/ol402820d
• 作为产物：
  描述：

  2,4-二羟基吡啶 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 1-(2,4-bis(methoxymethoxy)pyridin-3-yl)ethanol
  参考文献：
  名称：

  Directed Orthometalation and the Asymmetric Total Synthesis of N-Deoxymilitarinone A and Torrubiellone B

  摘要：

  A diverted total synthesis (DTS) approach to the total synthesis of pyridone alkaloids N-deoxymilitarinone A (8) and torrubiellone B (10) has been developed. The common intermediate 14 was first assembled by a dual directed orthometalation process using a methoxymethyl group as directed metalation group. Other crucial steps include the assembly of polyenes under aldol condensation for DTS using general and concise strategy and diastereoselective synthesis of the syn-dimethyl array by an Evans aldol reaction.

  DOI：

  10.1021/ol402820d