tert-butyl 2-[(S)-1-[4-bromophenyl]ethyl]hydrazinecarboxylate | 1204512-16-2

• 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: tert-butyl 2-[(S)-1-[4-bromophenyl]ethyl]hydrazinecarboxylate
• 英文别名: tert-butyl N-[[(1S)-1-(4-bromophenyl)ethyl]amino]carbamate
• CAS: 1204512-16-2
• 化学式: C₁₃H₁₉BrN₂O₂
• 分子量: 315.21
• InChiKey: NEJJHXSMQMYEHA-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-bromoacetophenone N-Boc-hydrazone 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 (S,R)-PPF-P(t-Bu)2 、 氢气 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、2.07 MPa 条件下， 生成 tert-butyl 2-[(S)-1-[4-bromophenyl]ethyl]hydrazinecarboxylate
  参考文献：
  名称：

  Catalytic Enantioselective Hydrogenation of N-Alkoxycarbonyl Hydrazones: A Practical Synthesis of Chiral Hydrazines

  摘要：

  An enantioselective hydrogenation of hydrazones catalyzed by Rh complexes (Rh-Josiphos or Rh-Taniaphos) has been developed. The protocol can be applied to hydrazones with three different protective groups (Boc, Cbz, and methoxycarbonyl), allowing for selective deprotection and further elaboration of the hydrazine products in the presence of other functional groups.

  DOI：

  10.1021/ol902602c

文献信息

• Catalytic Enantioselective Hydrogenation of <i>N</i>-Alkoxycarbonyl Hydrazones: A Practical Synthesis of Chiral Hydrazines
  作者：Naoki Yoshikawa、Lushi Tan、J. Christopher McWilliams、Deepa Ramasamy、Ruth Sheppard

  DOI：10.1021/ol902602c

  日期：2010.1.15

  An enantioselective hydrogenation of hydrazones catalyzed by Rh complexes (Rh-Josiphos or Rh-Taniaphos) has been developed. The protocol can be applied to hydrazones with three different protective groups (Boc, Cbz, and methoxycarbonyl), allowing for selective deprotection and further elaboration of the hydrazine products in the presence of other functional groups.