(1-(N-acetylamino)-2-phenylethyl)phosphonous acid methyl ester | 439799-57-2

• 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: (1-(N-acetylamino)-2-phenylethyl)phosphonous acid methyl ester
• CAS: 439799-57-2
• 化学式: C₁₁H₁₆NO₃P
• 分子量: 241.227
• InChiKey: VEHQRLYRLUVBBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-苄基丙烯酸甲酯 、 (1-(N-acetylamino)-2-phenylethyl)phosphonous acid methyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以82%的产率得到3-[(1-Acetylamino-2-phenyl-ethyl)-methoxy-phosphinoyl]-2-benzyl-propionic acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of phosphinyl peptidomimetics via an asymmetric Michael reaction of phosphinic acids with acrylate derivatives

  摘要：

  Asymmetric Michael reaction of phosphinic or aminophosphinic acids with acrylate derivatives afforded phosphinyl dipepti-domimetics in excellent yields ( > 90%). Chiral induction of substituents at the alpha-position of acrylate derivatives of Evans oxazolidinone type auxiliaries was obtained in moderate to excellent diastercomeric and enantiorneric excesses (50-98%). Pure diastereomers and enantiomers of phosphinyl dipeptidomimetics 16-19 were also successfully separated by HPLC. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01388-2
• 作为产物：
  描述：

  (R,S)-((1-amino)-2-phenylethyl) phosphinic acid 在 三乙胺 作用下， 以 甲醇 、 正己烷 、 苯 为溶剂， 反应 3.0h， 生成 (1-(N-acetylamino)-2-phenylethyl)phosphonous acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of phosphinyl peptidomimetics via an asymmetric Michael reaction of phosphinic acids with acrylate derivatives

  摘要：

  Asymmetric Michael reaction of phosphinic or aminophosphinic acids with acrylate derivatives afforded phosphinyl dipepti-domimetics in excellent yields ( > 90%). Chiral induction of substituents at the alpha-position of acrylate derivatives of Evans oxazolidinone type auxiliaries was obtained in moderate to excellent diastercomeric and enantiorneric excesses (50-98%). Pure diastereomers and enantiomers of phosphinyl dipeptidomimetics 16-19 were also successfully separated by HPLC. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01388-2