1-phenyl-1-[(1S)-1-phenylethyl]hydrazine | 880647-68-7

• 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: 1-phenyl-1-[(1S)-1-phenylethyl]hydrazine
• CAS: 880647-68-7
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: HWYPPNHGFFPNKH-LBPRGKRZSA-N

物化性质

• 沸点：
  347.7±21.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-1-[(1S)-1-phenylethyl]hydrazine 、 4-chloro-2-methyl-butanal 以 甲醇 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Diastereoselective Fischer-Type Pyrroloindole Synthesis and Its Application to the Synthesis of Chiral Pyrroloindole Alkaloids

  摘要：

  Facile access to optically active pyrroloindoles by Fischer-type pyrroloindole synthesis is investigated. The reaction using chiral hydrazines prepared from commercially available chiral amines proceeded with diastereoselective cyclization (up to 70% de), and a short-step conversion of the cycloadducts to (-)-desoxyeseroline and pyrroloindole alkaloids was achieved.

  DOI：

  10.3987/com-05-s(k)71
• 作为产物：
  描述：

  (S)-N-phenyl-1-phenylethylamine 在 盐酸 、 lithium aluminium tetrahydride 、 sodium nitrite 作用下， 以 乙醚 、 苯 为溶剂， 生成 1-phenyl-1-[(1S)-1-phenylethyl]hydrazine
  参考文献：
  名称：

  Diastereoselective Fischer-Type Pyrroloindole Synthesis and Its Application to the Synthesis of Chiral Pyrroloindole Alkaloids

  摘要：

  Facile access to optically active pyrroloindoles by Fischer-type pyrroloindole synthesis is investigated. The reaction using chiral hydrazines prepared from commercially available chiral amines proceeded with diastereoselective cyclization (up to 70% de), and a short-step conversion of the cycloadducts to (-)-desoxyeseroline and pyrroloindole alkaloids was achieved.

  DOI：

  10.3987/com-05-s(k)71

文献信息

• Reductive Hydrazination with Trichlorosilane: A Method for the Preparation of 1,1-Disubstituted Hydrazines
  作者：Tao Wang、Xiao Di、Chao Wang、Li Zhou、Jian Sun

  DOI：10.1021/acs.orglett.6b00675

  日期：2016.4.15

  and facile method has been developed to prepare 1,1-disubstituted hydrazines via Lewis base promoted direct reductive hydrazination. Under the catalysis of hexamethylphosphoramide (HMPA) and N,N-dimethylacetamide (DMAc), respectively, various ketones and aldehydes could react with phenylhdrazines to prepare 1,1-disubstituted hydrazines with good to high yields.

  已经开发了一种简单易行的方法，以通过路易斯碱促进的直接还原酰肼化来制备1,1-二取代的肼。分别在六甲基磷酰胺（HMPA）和N，N-二甲基乙酰胺（DMAc）的催化下，各种酮和醛可以与苯基乙嗪反应制备1,1-二取代肼，产率高至高。
• Diastereoselective Fischer-Type Pyrroloindole Synthesis and Its Application to the Synthesis of Chiral Pyrroloindole Alkaloids
  作者：Atsushi Nishida、Satoru Ushigome、Ayako Sugimoto、Shigeru Arai

  DOI：10.3987/com-05-s(k)71

  日期：——

  Facile access to optically active pyrroloindoles by Fischer-type pyrroloindole synthesis is investigated. The reaction using chiral hydrazines prepared from commercially available chiral amines proceeded with diastereoselective cyclization (up to 70% de), and a short-step conversion of the cycloadducts to (-)-desoxyeseroline and pyrroloindole alkaloids was achieved.