((1R,2S)-2-(hydroxymethyl)-2-vinylcyclopropyl)methyl acetate | 1055876-78-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((1R,2S)-2-(hydroxymethyl)-2-vinylcyclopropyl)methyl acetate
• CAS: 1055876-78-2
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: BLCYSKBYIFIYEE-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.73
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  ((1R,2S)-2-(hydroxymethyl)-2-vinylcyclopropyl)methyl acetate 、 3-苯甲酰基尿嘧啶 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以94%的产率得到
  参考文献：
  名称：

  Asymmetric Synthesis of Novel Pseudo-d-Vinylcyclopropyl Nucleosides Bearing Quaternary Carbon as Potential Anti-Herpesvirus Agent

  摘要：

  Pseudo-D-vinylcyclopropyl nucleosides 10-12 bearing a quaternary carbon were designed and synthesized starting from (R)-epichlorohydrin using a tandem reaction of double alkylation and lactonization via oxirane-ring opening reaction, a Wittig reaction, and chemoselective reduction as potential anti-herpesvirus agent.

  DOI：

  10.1080/15257770701508232
• 作为产物：
  描述：

  (1R,2S)-[2-(tert-butyl-diphenyl-silanyloxymethyl)-2-vinylcyclopropyl]methyl acetate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 ((1R,2S)-2-(hydroxymethyl)-2-vinylcyclopropyl)methyl acetate
  参考文献：
  名称：

  Asymmetric Synthesis of Novel Pseudo-d-Vinylcyclopropyl Nucleosides Bearing Quaternary Carbon as Potential Anti-Herpesvirus Agent

  摘要：

  Pseudo-D-vinylcyclopropyl nucleosides 10-12 bearing a quaternary carbon were designed and synthesized starting from (R)-epichlorohydrin using a tandem reaction of double alkylation and lactonization via oxirane-ring opening reaction, a Wittig reaction, and chemoselective reduction as potential anti-herpesvirus agent.

  DOI：

  10.1080/15257770701508232