ethyl N-(2-Fmoc-amino-D-methylethyl)glycinate | 382149-43-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: ethyl N-(2-Fmoc-amino-D-methylethyl)glycinate
• 英文别名: ethyl 2-[[(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propyl]amino]acetate
• CAS: 382149-43-1
• 化学式: C₂₂H₂₆N₂O₄
• 分子量: 382.459
• InChiKey: PADNJDINBPANEJ-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl N-(2-Fmoc-amino-D-methylethyl)glycinate 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 N-(2-Fmoc-amino-2-D-methylethyl)-N-(thymin-1-ylacetyl)glycine
  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-D-丙氨醛 在 palladium on activated charcoal 氢气 、 potassium acetate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 ethyl N-(2-Fmoc-amino-D-methylethyl)glycinate
  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

文献信息

• Synthesis of chiral peptide nucleic acids using Fmoc chemistry
  作者：Yun Wu、Jie-Cheng Xu

  DOI：10.1016/s0040-4020(01)00789-x

  日期：2001.9

  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.