dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide | 133778-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻嗪类
• 英文名称: dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide
• 英文别名: 4-Phenyl-1,2-thiazinan-3-one 1,1-dioxide；1,1-dioxo-4-phenylthiazinan-3-one
• CAS: 133778-09-3
• 化学式: C₁₀H₁₁NO₃S
• 分子量: 225.268
• InChiKey: CPHSOOLWOACHGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-dioxide 在 sodium tetrahydroborate 、 三氟乙酸 作用下， 以 1,4-二氧六环 为溶剂， 以82%的产率得到tetrahydro-4-phenyl-2H-1,2-thiazine 1,1-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 α-<2-(phenoxysulfonyl)ethyl>benzeneacetate 在 ammonium hydroxide 、 sodium hydroxide 、 potassium tert-butylate 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.83h， 生成 dihydro-4-phenyl-2H-1,2-thiazin-3(4H)-one 1,1-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

• Process for preparing sultams
  申请人：——

  公开号：US20040186093A1

  公开（公告）日：2004-09-23

  The preparation of sultams is disclosed. In one embodiment (e.g. scheme (I)), an alkanesulfonyl halide is reacted with a haloalkylamine to obtain the corresponding N-(haloalkyl)alkanesulfonamide which is then cyclized in the presence of a deprotonating agent to give the sultam. The sultams are useful as intermediates in the preparation of naphthyridine carboxamide compounds which are HIV integrase inhibitors. 1

  本文披露了制备苏氨酰胺的方法。在一种实施例中（例如方案（I）），烷基磺酰卤化物与卤代烷基胺反应，得到相应的N-（卤代烷基）烷基磺酰胺，然后在脱质剂存在下环化，得到苏氨酰胺。苏氨酰胺可用作制备萘啶羧酰胺化合物的中间体，这些化合物是HIV整合酶抑制剂。1