(1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-azabicyclo[3.2.1]octane-1-carboxylic acid | 1248346-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: (1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-azabicyclo[3.2.1]octane-1-carboxylic acid
• CAS: 1248346-12-4
• 化学式: C₁₁H₁₇NO₅S
• 分子量: 275.326
• InChiKey: HGCQZTYNHLRPHJ-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.44
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  91.75
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-azabicyclo[3.2.1]octane-1-carboxylic acid 在 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以100%的产率得到(1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-azabicyclo[3.2.1]octane-1-carbonyl chloride
  参考文献：
  名称：

  Camphoric acid derived sulfur containing bicyclic carboxylic acids as chiral auxiliaries in N-acyliminium ion chemistry

  摘要：

  Three novel sulfur containing chiral bicyclic carboxylic acids were synthesized from D-camphoric acid. Two of these compounds were briefly evaluated for their potency as chiral auxiliaries in Asymmetric Electrophilic alpha-Amidoalkylation (AE alpha A) reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.009
• 作为产物：
  描述：

  methyl (1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-aza-bicyclo[3.2.1]octane-1-carboxylate 在 水 、 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以61%的产率得到(1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-azabicyclo[3.2.1]octane-1-carboxylic acid
  参考文献：
  名称：

  Camphoric acid derived sulfur containing bicyclic carboxylic acids as chiral auxiliaries in N-acyliminium ion chemistry

  摘要：

  Three novel sulfur containing chiral bicyclic carboxylic acids were synthesized from D-camphoric acid. Two of these compounds were briefly evaluated for their potency as chiral auxiliaries in Asymmetric Electrophilic alpha-Amidoalkylation (AE alpha A) reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.009