| 1114400-64-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1114400-64-4
• 化学式: C₄₁H₅₇NO₃
• 分子量: 611.908
• InChiKey: XEAJUOIONOIOBG-CGYUWADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  45.0
• 可旋转键数：
  24.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  二碳酸二叔丁酯 、 在 Pd(OH)2/C 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、620.54 kPa 条件下， 反应 24.0h， 生成 Fmoc-cysteine-(S-farnesyl) resin
  参考文献：
  名称：

  Synthesis and application in SPPS of a stable amino acid isostere of palmitoyl cysteine

  摘要：

  (S)-2-Amino-4-(2-pentadecyl-1,3-dioxolan-2-yl)-butanoic acid, 11, Pdiob, a synthetic analogue C-isostere of palmitoylated cysteine, has been prepared starting from tetrabenzyl glutamic acid. The less hindered benzyl carboxylate ester was transformed into the corresponding beta-ketophosphonate and subjected to a Horner-Wadsworth-Emmons reaction followed by hydrogenation/hydrogenolysis. This product was used for the preparation on solid phase and under microwave dielectric heating of a highly lipidated peptide that can be considered as an acid stable analogue of the C-terminus of the H-Ras heptapeptides 180-186. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.033
• 作为产物：
  描述：

  (S,E)-2-dibenzylamino-5-oxo-6-icosenoic acid benzyl ester 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 以86%的产率得到
  参考文献：
  名称：

  Synthesis and application in SPPS of a stable amino acid isostere of palmitoyl cysteine

  摘要：

  (S)-2-Amino-4-(2-pentadecyl-1,3-dioxolan-2-yl)-butanoic acid, 11, Pdiob, a synthetic analogue C-isostere of palmitoylated cysteine, has been prepared starting from tetrabenzyl glutamic acid. The less hindered benzyl carboxylate ester was transformed into the corresponding beta-ketophosphonate and subjected to a Horner-Wadsworth-Emmons reaction followed by hydrogenation/hydrogenolysis. This product was used for the preparation on solid phase and under microwave dielectric heating of a highly lipidated peptide that can be considered as an acid stable analogue of the C-terminus of the H-Ras heptapeptides 180-186. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.033