2-((2S,3R,4S)-2-isopropyl-3-nitrochroman-4-yl)acetaldehyde | 1134455-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-((2S,3R,4S)-2-isopropyl-3-nitrochroman-4-yl)acetaldehyde
• CAS: 1134455-64-3
• 化学式: C₁₄H₁₇NO₄
• 分子量: 263.293
• InChiKey: LWHYKEIERIDSMP-YUTCNCBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-((2S,3R,4S)-2-isopropyl-3-nitrochroman-4-yl)acetaldehyde 生成
  参考文献：
  名称：

  Catalytic Asymmetric oxa-Michael−Michael Cascade for Facile Construction of Chiral Chromans via an Aminal Intermediate

  摘要：

  An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.

  DOI：

  10.1021/ol9003433
• 作为产物：
  描述：

  3-methyl-1-nitro-but-1-ene 、 3-(2-羟基苯基)-2-丙烯醛 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 sodium acetate 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 2-((2S,3R,4S)-2-isopropyl-3-nitrochroman-4-yl)acetaldehyde 、 2-((2S,3R,4S)-2-isopropyl-3-nitrochroman-4-yl)acetaldehyde
  参考文献：
  名称：

  Catalytic Asymmetric oxa-Michael−Michael Cascade for Facile Construction of Chiral Chromans via an Aminal Intermediate

  摘要：

  An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.

  DOI：

  10.1021/ol9003433