dimethyl (2S,3R)-2-(phenylmethoxycarbonylamino)-3-prop-2-enylbutanedioate | 175225-08-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl (2S,3R)-2-(phenylmethoxycarbonylamino)-3-prop-2-enylbutanedioate
• CAS: 175225-08-8
• 化学式: C₁₇H₂₁NO₆
• 分子量: 335.357
• InChiKey: KYXCXIZMNSPUEG-KGLIPLIRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl (2S,3R)-2-(phenylmethoxycarbonylamino)-3-prop-2-enylbutanedioate 在 sodium periodate 、 四氧化锇 作用下， 生成
  参考文献：
  名称：

  1,2-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful, enantiopure aspartates and constrained scaffolds

  摘要：

  Dianions derived from N-Cbz aspartic acid esters undergo highly stereoselective anti allylation reactions at the unsubstituted carbon. The roles of additives, of the cation and of the electrophile were studied; Synthetic applications and potential utility in peptidomimetic design are also described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00899-5
• 作为产物：
  描述：

  丙烯酰碘 、 Z-Asp-(β-OMe)-OMe 在 lithium chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 dimethyl (2S,3S)-2-(phenylmethoxycarbonylamino)-3-prop-2-enylbutanedioate 、 dimethyl (2S,3R)-2-(phenylmethoxycarbonylamino)-3-prop-2-enylbutanedioate
  参考文献：
  名称：

  1,2-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful, enantiopure aspartates and constrained scaffolds

  摘要：

  Dianions derived from N-Cbz aspartic acid esters undergo highly stereoselective anti allylation reactions at the unsubstituted carbon. The roles of additives, of the cation and of the electrophile were studied; Synthetic applications and potential utility in peptidomimetic design are also described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00899-5