{[(S)-2-(2-{[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester | 382149-22-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: {[(S)-2-(2-{[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester
• CAS: 382149-22-6
• 化学式: C₄₆H₅₀N₈O₁₁
• 分子量: 890.95
• InChiKey: FENRKNRLQJMPMV-CONSDPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  65.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  244.07
• 氢给体数：
  4.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  {[(S)-2-(2-{[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Synthesis of chiral peptide nucleic acids using Fmoc chemistry

  摘要：

  A Fmoc-based synthesis of chiral PNAs is described. Chiral monomer backbones were efficiently prepared by reductive amination of N-Fmoc-protected L,D-alaninals with glycine esters and the subsequent acylation of free amines with thymine-1-ylacetic acid. The dimer derivative of L-amino acid was prepared in solution. Finally, a chiral decamer was obtained by a solid phase strategy using a succinyl-linked support. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00789-x
• 作为产物：
  描述：

  Fmoc-Ala-OCO2i-Bu 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 {[(S)-2-(2-{[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-propyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid benzyl ester
  参考文献：
  名称：

  Synthesis of chiral peptide nucleic acids using Fmoc chemistry

  摘要：

  A Fmoc-based synthesis of chiral PNAs is described. Chiral monomer backbones were efficiently prepared by reductive amination of N-Fmoc-protected L,D-alaninals with glycine esters and the subsequent acylation of free amines with thymine-1-ylacetic acid. The dimer derivative of L-amino acid was prepared in solution. Finally, a chiral decamer was obtained by a solid phase strategy using a succinyl-linked support. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00789-x