methyl N-[2-chloro-5-(1,3-dioxolan-2-yl)-3-methoxyphenyl]-N-methylcarbamate | 141206-82-8

• 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: methyl N-[2-chloro-5-(1,3-dioxolan-2-yl)-3-methoxyphenyl]-N-methylcarbamate
• CAS: 141206-82-8
• 化学式: C₁₃H₁₆ClNO₅
• 分子量: 301.727
• InChiKey: GXTNZEHFJKXEHU-UHFFFAOYSA-N

物化性质

• 沸点：
  422.0±45.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N-[2-chloro-5-(1,3-dioxolan-2-yl)-3-methoxyphenyl]-N-methylcarbamate 在 盐酸 、 sodium tetrahydroborate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 26.0h， 生成 methyl N-[2-chloro-5-[(Z)-4-hydroxy-2-methylbut-2-enyl]-3-methoxyphenyl]-N-methylcarbamate
  参考文献：
  名称：

  Total synthesis of maytansinoids. Approach to 4,6-bisdemethylmaytansine and 4-demethylmaytansine

  摘要：

  A convergent strategy was elaborated to synthesize maytansine 1 and maytansinoids modified on the carbon skeleton, especially 4-demethylmaytansine 2, 6-demethylmaytansine 3, 4,6-bisdemethylmaytansine 4. In this paper, the feasibility of the project was verified by the preparation of key intermediates for the synthesis of 4, 6-bisdemethylmaytansine and 6-demethylmaytansine. The C-1-N open chain compound 18 in the 4,6-bisdemethyl series was obtained.

  DOI：

  10.1016/s0040-4020(01)88513-6
• 作为产物：
  描述：

  2-(3-Amino-4-chloro-5-methoxy-phenyl)-1, 3-dioxolane 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 methyl N-[2-chloro-5-(1,3-dioxolan-2-yl)-3-methoxyphenyl]-N-methylcarbamate
  参考文献：
  名称：

  Total synthesis of maytansinoids. Approach to 4,6-bisdemethylmaytansine and 4-demethylmaytansine

  摘要：

  A convergent strategy was elaborated to synthesize maytansine 1 and maytansinoids modified on the carbon skeleton, especially 4-demethylmaytansine 2, 6-demethylmaytansine 3, 4,6-bisdemethylmaytansine 4. In this paper, the feasibility of the project was verified by the preparation of key intermediates for the synthesis of 4, 6-bisdemethylmaytansine and 6-demethylmaytansine. The C-1-N open chain compound 18 in the 4,6-bisdemethyl series was obtained.

  DOI：

  10.1016/s0040-4020(01)88513-6