tert-butyl <4-(1,2-oxathian-5-yl)phenoxy>acetate S,S-dioxide | 133778-21-9

• 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: tert-butyl <4-(1,2-oxathian-5-yl)phenoxy>acetate S,S-dioxide
• 英文别名: Tert-butyl 2-[4-(2,2-dioxooxathian-5-yl)phenoxy]acetate；tert-butyl 2-[4-(2,2-dioxooxathian-5-yl)phenoxy]acetate
• CAS: 133778-21-9
• 化学式: C₁₆H₂₂O₆S
• 分子量: 342.413
• InChiKey: QXMROKDNLCQAAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  87.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl <4-(1,2-oxathian-5-yl)phenoxy>acetate S,S-dioxide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以84%的产率得到<4-(1,2-oxathian-5-yl)phenoxy>acetic acid S,S-dioxide
  参考文献：
  名称：

  Vinyl sulfonyl esters and amides in the synthesis of substituted .delta.-sultams and .delta.-sultones

  摘要：

  The Michael reaction of phenyl vinyl sulfonate (3) or vinyl sulfonamide 12 with phenylacetic esters was the key step in a general synthesis of 4-phenyl-substituted 1,2-thiazane, 1,1-dioxides (sultams) and 5-phenyl-1,2-oxathiane 1,1-dioxides (sultones). This methodology was applied to the synthesis of some cyclic sulfonamide and sulfonate derivatives (I and II) of the potent TXA2 receptor antagonists BM.13177 and BM.13505.

  DOI：

  10.1021/jo00011a020
• 作为产物：
  描述：

  methyl 4-(benzoyloxy)-α-<2-(phenoxysulfonyl)ethyl>-benzeneacetate 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 6.25h， 生成 tert-butyl <4-(1,2-oxathian-5-yl)phenoxy>acetate S,S-dioxide
  参考文献：
  名称：

  Vinyl sulfonyl esters and amides in the synthesis of substituted .delta.-sultams and .delta.-sultones

  摘要：

  The Michael reaction of phenyl vinyl sulfonate (3) or vinyl sulfonamide 12 with phenylacetic esters was the key step in a general synthesis of 4-phenyl-substituted 1,2-thiazane, 1,1-dioxides (sultams) and 5-phenyl-1,2-oxathiane 1,1-dioxides (sultones). This methodology was applied to the synthesis of some cyclic sulfonamide and sulfonate derivatives (I and II) of the potent TXA2 receptor antagonists BM.13177 and BM.13505.

  DOI：

  10.1021/jo00011a020

文献信息

• Vinyl sulfonyl esters and amides in the synthesis of substituted .delta.-sultams and .delta.-sultones
  作者：Joel Morris、Donn G. Wishka

  DOI：10.1021/jo00011a020

  日期：1991.5

  The Michael reaction of phenyl vinyl sulfonate (3) or vinyl sulfonamide 12 with phenylacetic esters was the key step in a general synthesis of 4-phenyl-substituted 1,2-thiazane, 1,1-dioxides (sultams) and 5-phenyl-1,2-oxathiane 1,1-dioxides (sultones). This methodology was applied to the synthesis of some cyclic sulfonamide and sulfonate derivatives (I and II) of the potent TXA2 receptor antagonists BM.13177 and BM.13505.