α-hydroxy-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide | 180068-90-0

• 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: α-hydroxy-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide
• 英文别名: α-hydroxy-1,3-oxathiolane-2-methyl-N-phenyl-2-acetamide；2-hydroxy-2-(2-methyl-1,3-oxathiolan-2-yl)-N-phenylacetamide
• CAS: 180068-90-0
• 化学式: C₁₂H₁₅NO₃S
• 分子量: 253.322
• InChiKey: LOSUJTPTMYBZIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  α-hydroxy-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 30.0h， 以89%的产率得到5,6-二氢-3-甲基-N-苯基-1,4-噁嗪-2-羧胺
  参考文献：
  名称：

  Synthesis of sulfur-oxygen-transposed dihydro-1,4-oxathiin derivative by unusual rearrangement of .beta.-hydroxy-1,3-oxathiolanes

  摘要：

  DOI：

  10.1021/jo00271a043
• 作为产物：
  描述：

  2-氯乙酰乙酰替苯胺 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 20.17h， 生成 α-hydroxy-2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide
  参考文献：
  名称：

  Synthesis of sulfur-oxygen-transposed dihydro-1,4-oxathiin derivative by unusual rearrangement of .beta.-hydroxy-1,3-oxathiolanes

  摘要：

  DOI：

  10.1021/jo00271a043

文献信息

• Conversion of Dihydro-1,4-oxathiin-3-carboxamide to the Isomeric Dihydro-1,4-oxathiin-2-carboxamide
  作者：Hoh-Gyu Hahn、Kee-Hyuk Chang、Wha Suk Lee

  DOI：10.3987/com-94-6944

  日期：——

  The preparation of isomeric dihydro-1,4-oxathiin (3) from the dihydro-1,4-oxathiin (1) via dichloro-1,4-oxathiane (4) is described. Chlorination of 1 followed by treatment of the resulting dichloride (4) with aqueous acetone gave dihydroxy-1,4-oxathiin (5). The solvolysis to produce intermediate chlorohydrin (11) was favored relative to elimination reaction to give exomethylene compound (8). Dehydration of 5 followed by reduction afforded alpha-hydroxy-1,3-oxathiolane (2) which is a key compound to prepare the isomeric dihydro-1,4-oxathiin (3). The reason for more facile displacement of chlorine at C-2 in comparison with that at C-3 in 4 was also discussed.
• LEE, WHA SUK;HAHN, HOH GYU;CHANG, KEE HYUK, J. ORG. CHEM., 54,(1989) N0, C. 2455-2457
  作者：LEE, WHA SUK、HAHN, HOH GYU、CHANG, KEE HYUK

  DOI：——

  日期：——