(S)-5,5-Diethoxy-pent-1-yn-3-ol | 141270-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-5,5-Diethoxy-pent-1-yn-3-ol
• CAS: 141270-95-3
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: SUVLKQWRAPHVAC-MRVPVSSYSA-N

物化性质

• 沸点：
  255.1±40.0 °C(Predicted)
• 密度：
  1.002±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.77
• 重原子数：
  12.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-5,5-Diethoxy-pent-1-yn-3-ol 在 咪唑 、 六甲基磷酰三胺 、 正丁基锂 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 生成 (2R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-[1,3]dithian-2-yl-8,8-diethoxy-oct-4-yn-2-ol
  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：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以61%的产率得到(S)-5,5-Diethoxy-pent-1-yn-3-ol
  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