[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexylamino]-acetic acid | 871815-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexylamino]-acetic acid
• CAS: 871815-72-4
• 化学式: C₂₁H₃₂ClN₃O₆
• 分子量: 457.955
• InChiKey: XXIQVADJLXPEHE-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  125.99
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexylamino]-acetic acid 、 氯甲酸-9-芴基甲酯 在 苯磺酰胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [[(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexyl]-(9H-fluoren-9-ylmethoxycarbonyl)-amino]-acetic acid
  参考文献：
  名称：

  Synthesis of new chiral PNAs bearing a dipeptide-mimic monomer with two lysine-derived stereogenic centres

  摘要：

  The synthesis of new chiral PNA analogues based on lysine is reported. In particular, L- and/or D-lysine-based PNA submonomers bearing two lysine side chains exactly spaced as in the dipeptide Lys-Lys were synthesized and incorporated in the middle of decameric PNA strands, obtaining four diastereomeric (LD, DL, LL and DD) lysine-based chiral PNAs. The hybridization with their complementary antiparallel DNA strand was studied by melting temperature determination and compared with the analogue achiral PNA and chiral PNAs bearing one residue with either of the two lysine enantiomers. The binding abilities were shown to be strongly dependent on the configuration of the stereogenic centres. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.157
• 作为产物：
  描述：

  [(S)-5-tert-Butoxycarbonylamino-5-(methoxy-methyl-carbamoyl)-pentyl]-carbamic acid 2-chloro-benzyl ester 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 [(S)-2-tert-Butoxycarbonylamino-6-(2-chloro-benzyloxycarbonylamino)-hexylamino]-acetic acid
  参考文献：
  名称：

  Synthesis of new chiral PNAs bearing a dipeptide-mimic monomer with two lysine-derived stereogenic centres

  摘要：

  The synthesis of new chiral PNA analogues based on lysine is reported. In particular, L- and/or D-lysine-based PNA submonomers bearing two lysine side chains exactly spaced as in the dipeptide Lys-Lys were synthesized and incorporated in the middle of decameric PNA strands, obtaining four diastereomeric (LD, DL, LL and DD) lysine-based chiral PNAs. The hybridization with their complementary antiparallel DNA strand was studied by melting temperature determination and compared with the analogue achiral PNA and chiral PNAs bearing one residue with either of the two lysine enantiomers. The binding abilities were shown to be strongly dependent on the configuration of the stereogenic centres. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.157