methyl (1S,5R)-3,5,8,8-tetramethyl-4-oxo-2-thia-3-azabicyclo[3.2.1]octane-1-carboxylate | 1248346-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫氮卓类
• 英文名称: methyl (1S,5R)-3,5,8,8-tetramethyl-4-oxo-2-thia-3-azabicyclo[3.2.1]octane-1-carboxylate
• CAS: 1248346-17-9
• 化学式: C₁₂H₁₉NO₃S
• 分子量: 257.354
• InChiKey: KURSCHBAGJBDIZ-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (1S,5R)-3,5,8,8-tetramethyl-4-oxo-2-thia-3-azabicyclo[3.2.1]octane-1-carboxylate 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 以92%的产率得到methyl (1S,5R)-3,5,8,8-tetramethyl-2,2,4-trioxo-2λ6-thia-3-aza-bicyclo[3.2.1]octane-1-carboxylate
  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,4R)-4,7,7-trimethyl-3-oxo-2-thiabicyclo[2.2.1]heptane-1-carboxylate 、 甲胺 在 磺酰氯 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 以50%的产率得到methyl (1S,5R)-3,5,8,8-tetramethyl-4-oxo-2-thia-3-azabicyclo[3.2.1]octane-1-carboxylate
  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

文献信息

• Camphoric acid derived sulfur containing bicyclic carboxylic acids as chiral auxiliaries in N-acyliminium ion chemistry
  作者：J. Bräckow、J. Pabel、P. Mayer、K. Polborn、K.T. Wanner

  DOI：10.1016/j.tet.2010.07.009

  日期：2010.9

  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.