2-[(adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoylmethyl]-2-biphenyl-4-ylmethyl-malonic acid diethyl ester

• 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: 2-[(adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoylmethyl]-2-biphenyl-4-ylmethyl-malonic acid diethyl ester
• 英文别名: Diethyl 2-[[1-adamantyloxy-[2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]methyl]-2-[(4-phenylphenyl)methyl]propanedioate
• 化学式: C₄₇H₅₄NO₈P
• 分子量: 791.921
• InChiKey: YJBSGMHLLISRKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  57
• 可旋转键数：
  20
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[(adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoylmethyl]-2-biphenyl-4-ylmethyl-malonic acid diethyl ester 在 lithium hydroxide 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 49.0h， 生成 3-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-biphenyl-4-ylmethyl-propionic acid
  参考文献：
  名称：

  Active Methylene Phosphinic Peptides:  A New Diversification Approach

  摘要：

  Simple, rapid, and efficient methods for P-1' diversification of phosphinic peptides have been developed, employing alkylation and Knoevenagel-type condensation reactions with active methylene phosphinic scaffolds, thus leading to a wide variety of diversified phosphinic and dehydrophosphinic peptides.

  DOI：

  10.1021/ol060575m
• 作为产物：
  描述：

  甲撑丙二酸二乙酯 在 sodium hydride 、 六甲基二硅氮烷 、 silver(l) oxide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 32.33h， 生成 2-[(adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoylmethyl]-2-biphenyl-4-ylmethyl-malonic acid diethyl ester
  参考文献：
  名称：

  Active Methylene Phosphinic Peptides:  A New Diversification Approach

  摘要：

  Simple, rapid, and efficient methods for P-1' diversification of phosphinic peptides have been developed, employing alkylation and Knoevenagel-type condensation reactions with active methylene phosphinic scaffolds, thus leading to a wide variety of diversified phosphinic and dehydrophosphinic peptides.

  DOI：

  10.1021/ol060575m

文献信息

• Active Methylene Phosphinic Peptides:  A New Diversification Approach
  作者：Magdalini Matziari、Magdalini Nasopoulou、Athanasios Yiotakis

  DOI：10.1021/ol060575m

  日期：2006.5.1

  Simple, rapid, and efficient methods for P-1' diversification of phosphinic peptides have been developed, employing alkylation and Knoevenagel-type condensation reactions with active methylene phosphinic scaffolds, thus leading to a wide variety of diversified phosphinic and dehydrophosphinic peptides.