(4R)-4-(2-allylphenoxymethyl)-1,3,2-dioxathiolane 2-oxide | 476169-20-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4R)-4-(2-allylphenoxymethyl)-1,3,2-dioxathiolane 2-oxide
• 英文别名: (4R)-4-[(2-prop-2-enylphenoxy)methyl]-1,3,2-dioxathiolane 2-oxide
• CAS: 476169-20-7
• 化学式: C₁₂H₁₄O₄S
• 分子量: 254.307
• InChiKey: FXVNJBJTWXAVKZ-VCQTYVLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4R)-4-(2-allylphenoxymethyl)-1,3,2-dioxathiolane 2-oxide 、 异丙胺 以 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 2-丙醇,1-[(1-甲基乙基)氨基]-3-[2-(2-丙烯-1-基)苯氧基]-,(2S)-
  参考文献：
  名称：

  环亚硫酸盐，由缩水甘油合成1-烷基氨基-3-芳氧基-2-丙醇的关键中间体

  摘要：

  A number of 3-aryloxypropanedioles were obtained by treating glycidol with phenols. The latter with thionyl chloride afforded 4-aryloxymethyl-1,3,2-dioxathiolane 2-oxides. These compounds were also obtained from 4-chloromethyl-1,3,2-dioxathiolane 2-oxides by substitution aryloxy group for chlorine. The cyclic sulfides synthesized are universal intermediates in the synthesis of chiral aryloxypropanolamines among which are known beta-adrenoblockaders, cardiovascular drugs. From (S)-glycidol, (S)-alprenolol, (S)-propanolol, and (S)-thymolol were synthesized.

  DOI：

  10.1023/a:1015561532507
• 作为产物：
  描述：

  (S)-3-(2-allylphenoxy)propane-1,2-diol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到(4R)-4-(2-allylphenoxymethyl)-1,3,2-dioxathiolane 2-oxide
  参考文献：
  名称：

  环亚硫酸盐，由缩水甘油合成1-烷基氨基-3-芳氧基-2-丙醇的关键中间体

  摘要：

  A number of 3-aryloxypropanedioles were obtained by treating glycidol with phenols. The latter with thionyl chloride afforded 4-aryloxymethyl-1,3,2-dioxathiolane 2-oxides. These compounds were also obtained from 4-chloromethyl-1,3,2-dioxathiolane 2-oxides by substitution aryloxy group for chlorine. The cyclic sulfides synthesized are universal intermediates in the synthesis of chiral aryloxypropanolamines among which are known beta-adrenoblockaders, cardiovascular drugs. From (S)-glycidol, (S)-alprenolol, (S)-propanolol, and (S)-thymolol were synthesized.

  DOI：

  10.1023/a:1015561532507

文献信息

• ——
  作者：Z. A. Bredikhina、D. V. Savel'ev、A. A. Bredikhin

  DOI：10.1023/a:1015561532507

  日期：——

  A number of 3-aryloxypropanedioles were obtained by treating glycidol with phenols. The latter with thionyl chloride afforded 4-aryloxymethyl-1,3,2-dioxathiolane 2-oxides. These compounds were also obtained from 4-chloromethyl-1,3,2-dioxathiolane 2-oxides by substitution aryloxy group for chlorine. The cyclic sulfides synthesized are universal intermediates in the synthesis of chiral aryloxypropanolamines among which are known beta-adrenoblockaders, cardiovascular drugs. From (S)-glycidol, (S)-alprenolol, (S)-propanolol, and (S)-thymolol were synthesized.