diethyl [3-(S)-benzyloxy-2-(benzyloxycarbonylhydrazono)1-chlorobutyl]phosphonate | 850594-12-6

• 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: diethyl [3-(S)-benzyloxy-2-(benzyloxycarbonylhydrazono)1-chlorobutyl]phosphonate
• 英文别名: benzyl N-[(Z)-[(3S)-1-chloro-1-[diethoxy(oxido)phosphaniumyl]-3-phenylmethoxybutan-2-ylidene]amino]carbamate
• CAS: 850594-12-6
• 化学式: C₂₃H₃₀ClN₂O₆P
• 分子量: 496.928
• InChiKey: YVEIKGORKKSJGU-BDKCTPLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl [3-(S)-benzyloxy-2-(benzyloxycarbonylhydrazono)1-chlorobutyl]phosphonate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 1-benzyloxycarbonyl-3-(1-(S)-benzyloxyethyl)-4-diethoxyphosphoryl-1,2-diaza-1,3-butadiene 、 1-benzyloxycarbonyl-3-(1-(S)-benzyloxyethyl)-4-diethoxyphosphoryl-1,2-diaza-1,3-butadiene
  参考文献：
  名称：

  Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes

  摘要：

  1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael addition (1,4-addition) of ammonia, aliphatic and aromatic amines and aminoesters to these azo-alkenes gives functionalized alpha-amino-phosphine oxides and -phosphonates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.081
• 作为产物：
  描述：

  (S)-(-)-O-苄基乳酸 在 N-氯代丁二酰亚胺 、 甲基锂 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 为溶剂， 反应 53.0h， 生成 diethyl [3-(S)-benzyloxy-2-(benzyloxycarbonylhydrazono)1-chlorobutyl]phosphonate
  参考文献：
  名称：

  Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes

  摘要：

  1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael addition (1,4-addition) of ammonia, aliphatic and aromatic amines and aminoesters to these azo-alkenes gives functionalized alpha-amino-phosphine oxides and -phosphonates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.081

文献信息

• Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes
  作者：Francisco Palacios、Domitila Aparicio、Yago López、Jesús M. de los Santos

  DOI：10.1016/j.tet.2005.01.081

  日期：2005.3

  1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael addition (1,4-addition) of ammonia, aliphatic and aromatic amines and aminoesters to these azo-alkenes gives functionalized alpha-amino-phosphine oxides and -phosphonates. (c) 2005 Elsevier Ltd. All rights reserved.