(2S,3S)-1,2-di-benzyloxy-3-(2-benzoylhydrazino)butane | 192126-55-9

• 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: (2S,3S)-1,2-di-benzyloxy-3-(2-benzoylhydrazino)butane
• 英文别名: N'-[(2S,3S)-3,4-bis(phenylmethoxy)butan-2-yl]benzohydrazide
• CAS: 192126-55-9
• 化学式: C₂₅H₂₈N₂O₃
• 分子量: 404.509
• InChiKey: JKHXZGGIOOLRLX-GBXCKJPGSA-N

物化性质

• 沸点：
  533.5±50.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3S)-1,2-di-benzyloxy-3-(2-benzoylhydrazino)butane 在 palladium dihydroxide 氢气 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 27.0h， 生成 (2S,3S)-3-(2-benzoyl-1-tert-butoxycarbonylhydrazino)-1,2-butanediol
  参考文献：
  名称：

  A chiral hydrazone derived from d-glyceraldehyde: a convenient starting material for the stereoselective synthesis of α-hydrazino acids

  摘要：

  The chiral hydrazone synthesized from 2,3-di-O-benzyl-D-glyceraldehyde and benzoic acid hydrazide undergoes addition with methylmagnesium bromide in the presence of cerium trichloride in a diastereoselective manner. The major addition compound can be easily transformed into alpha-hydrazinopropanoic acid in four steps in 57% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00128-6
• 作为产物：
  描述：

  (+)-(R)-2,3-bis(benzyloxy)propanal 在 cerium(III) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 (2S,3S)-1,2-di-benzyloxy-3-(2-benzoylhydrazino)butane
  参考文献：
  名称：

  A chiral hydrazone derived from d-glyceraldehyde: a convenient starting material for the stereoselective synthesis of α-hydrazino acids

  摘要：

  The chiral hydrazone synthesized from 2,3-di-O-benzyl-D-glyceraldehyde and benzoic acid hydrazide undergoes addition with methylmagnesium bromide in the presence of cerium trichloride in a diastereoselective manner. The major addition compound can be easily transformed into alpha-hydrazinopropanoic acid in four steps in 57% overall yield. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00128-6

文献信息

• A chiral hydrazone derived from d-glyceraldehyde: a convenient starting material for the stereoselective synthesis of α-hydrazino acids
  作者：Carlos Cativiela、María D. Díaz-de-Villegas、José A. Gálvez

  DOI：10.1016/s0957-4166(97)00128-6

  日期：1997.5

  The chiral hydrazone synthesized from 2,3-di-O-benzyl-D-glyceraldehyde and benzoic acid hydrazide undergoes addition with methylmagnesium bromide in the presence of cerium trichloride in a diastereoselective manner. The major addition compound can be easily transformed into alpha-hydrazinopropanoic acid in four steps in 57% overall yield. (C) 1997 Elsevier Science Ltd.