N-iPrCO-D-Glu(NHPn)OEt

• 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: N-iPrCO-D-Glu(NHPn)OEt
• 英文别名: ethyl (2R)-2-(2-methylpropanoylamino)-5-oxo-5-(pentylamino)pentanoate
• 化学式: C₁₆H₃₀N₂O₄
• 分子量: 314.425
• InChiKey: ZGHHVGYKTICRHW-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-氨基戊烷 、 N-iPrCO-D-Glu(OEt)OEt 在 Candida antarctica lipase B 作用下， 以 异丙醚 为溶剂， 反应 24.0h， 以72%的产率得到N-iPrCO-D-Glu(NHPn)OEt
  参考文献：
  名称：

  Regioselective lipase-catalysed γ-monoamidation of d-glutamic acid diesters: effect of the N-protecting group

  摘要：

  N-Blocked-D-glutamic acid diethylesters are gamma-regioselectively amidated in a reaction catalysed by Candida antarctica lipase B, carried out in an anhydrous organic solvent. The ratio of gamma:alpha-monoamides, as a measure of regioselectivity, depends on the N-protecting group present in the substrate. In the examples reported in this work, we have found that gamma:alpha ranges from about 4 (N-group = Cbz) to 35 (N-group = isobutyryl). No diamides were detected. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00210-x

文献信息

• Regioselective lipase-catalysed γ-monoamidation of d-glutamic acid diesters: effect of the N-protecting group
  作者：Santiago Conde、Paloma López-Serrano、Ana Martı́nez

  DOI：10.1016/s0957-4166(00)00210-x

  日期：2000.6

  N-Blocked-D-glutamic acid diethylesters are gamma-regioselectively amidated in a reaction catalysed by Candida antarctica lipase B, carried out in an anhydrous organic solvent. The ratio of gamma:alpha-monoamides, as a measure of regioselectivity, depends on the N-protecting group present in the substrate. In the examples reported in this work, we have found that gamma:alpha ranges from about 4 (N-group = Cbz) to 35 (N-group = isobutyryl). No diamides were detected. (C) 2000 Elsevier Science Ltd. All rights reserved.