N-[(1R,2R)-2-[(2-nitrophenyl)sulfonylamino]cyclohexyl]acetamide | 943240-12-8

• 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: N-[(1R,2R)-2-[(2-nitrophenyl)sulfonylamino]cyclohexyl]acetamide
• CAS: 943240-12-8
• 化学式: C₁₄H₁₉N₃O₅S
• 分子量: 341.388
• InChiKey: URYYCZXKVBZLCC-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[(1R,2R)-2-[(2-nitrophenyl)sulfonylamino]cyclohexyl]acetamide 在 caesium carbonate 、 苯硫酚 作用下， 以 乙腈 为溶剂， 反应 8.5h， 生成 2-(((1R,2R)-2-acetamidocyclohexyl)amino)ethyl acetate
  参考文献：
  名称：

  Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst

  摘要：

  A newly designed thiourea catalyst provides sufficient activation of organoboronic acids to facilitate the enantioselective Petasis transformation of quinolines even at low temperatures. A high degree of stereocontrol was achieved in the reaction of various quinolines and organoboronic acids by using a combination of H2O and NaHCO3 as additives.

  DOI：

  10.1021/ja071470x
• 作为产物：
  描述：

  邻硝基苯磺酰氯 、 N-((1R,2R)-2-aminocyclohexyl)acetamide 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以100%的产率得到N-[(1R,2R)-2-[(2-nitrophenyl)sulfonylamino]cyclohexyl]acetamide
  参考文献：
  名称：

  Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst

  摘要：

  A newly designed thiourea catalyst provides sufficient activation of organoboronic acids to facilitate the enantioselective Petasis transformation of quinolines even at low temperatures. A high degree of stereocontrol was achieved in the reaction of various quinolines and organoboronic acids by using a combination of H2O and NaHCO3 as additives.

  DOI：

  10.1021/ja071470x

文献信息

• α,β-Differentiated tandem diamination of cinnamic esters using N,N-dichloro-2-nitrobenzenesulfonamide and acetonitrile as the nitrogen sources
  作者：Guigen Li、Sun Hee Kim、Han-Xun Wei

  DOI：10.1016/s0040-4039(00)01579-3

  日期：2000.11

  Tandem diamination of cinnamic esters provides a new approach to anti alkyl N alpha-(2-Ns), N beta -Ac diaminophenylpropionates. The new reaction proceeds to completion within 3 hours at room temperature using N,N-dichloro-2-nitrobenzenesulfonamide (2-NsNCl(2)) as the nitrogen source in acetonitrile, which is also involved in the reaction process. Seven diamine derivatives have been obtained with good yields and stereoselectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst
  作者：Yousuke Yamaoka、Hideto Miyabe、Yoshiji Takemoto

  DOI：10.1021/ja071470x

  日期：2007.5.1

  A newly designed thiourea catalyst provides sufficient activation of organoboronic acids to facilitate the enantioselective Petasis transformation of quinolines even at low temperatures. A high degree of stereocontrol was achieved in the reaction of various quinolines and organoboronic acids by using a combination of H2O and NaHCO3 as additives.