(S)-Methyl 2-(N-(1-(((benzyloxy)carbonyl)amino)propan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate | 1350821-73-6

• 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: (S)-Methyl 2-(N-(1-(((benzyloxy)carbonyl)amino)propan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate
• 英文别名: methyl 2-[[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]-[(2S)-1-(phenylmethoxycarbonylamino)propan-2-yl]amino]acetate
• CAS: 1350821-73-6
• 化学式: C₂₁H₂₆N₄O₇
• 分子量: 446.46
• InChiKey: YALMLFHWRBIZBV-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  32.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  139.8
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-Methyl 2-(N-(1-(((benzyloxy)carbonyl)amino)propan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate 在 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.41h， 生成
  参考文献：
  名称：

  β-PNA: Peptide nucleic acid (PNA) with a chiral center at the β-position of the PNA backbone

  摘要：

  Peptide nucleic acid (PNA) monomers with a methyl group at the beta-position have been synthesized. The modified monomers were incorporated into PNA oligomers using Fmoc chemistry for solid-phase synthesis. Thermal denaturation and circular dichroism (CD) studies have shown that PNA containing the S-form monomers was well suited to form a hybrid duplex with DNA, whose stability was comparable to that of unmodified PNA-DNA duplex, whereas PNA containing the R-form monomers was not. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.017
• 作为产物：
  描述：

  胸腺嘧啶-1-乙酸 、 methyl (S)-(1-(((benzyloxy)carbonyl)amino)propan-2-yl)glycinate 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以100%的产率得到(S)-Methyl 2-(N-(1-(((benzyloxy)carbonyl)amino)propan-2-yl)-2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)acetate
  参考文献：
  名称：

  β-PNA: Peptide nucleic acid (PNA) with a chiral center at the β-position of the PNA backbone

  摘要：

  Peptide nucleic acid (PNA) monomers with a methyl group at the beta-position have been synthesized. The modified monomers were incorporated into PNA oligomers using Fmoc chemistry for solid-phase synthesis. Thermal denaturation and circular dichroism (CD) studies have shown that PNA containing the S-form monomers was well suited to form a hybrid duplex with DNA, whose stability was comparable to that of unmodified PNA-DNA duplex, whereas PNA containing the R-form monomers was not. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.017