3,3-bis-(tert-butoxymethyl)-hexanedioic acid | 819802-94-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,3-bis-(tert-butoxymethyl)-hexanedioic acid
• 英文别名: 3,3-Bis(tert-butoxymethyl)hexanedioic acid；3,3-bis[(2-methylpropan-2-yl)oxymethyl]hexanedioic acid
• CAS: 819802-94-3
• 化学式: C₁₆H₃₀O₆
• 分子量: 318.411
• InChiKey: BGLRHBGROFGSRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3-bis-(tert-butoxymethyl)-hexanedioic acid 在 potassium tert-butylate 、 potassium hydrogencarbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 56.0h， 生成 methyl (1S,2S)-4,4-bis-(tert-butoxymethyl)-2-[(1'S)-phenylethylamino]cyclopentanecarboxylate
  参考文献：
  名称：

  Synthesis of 4,4-Disubstituted 2-Aminocyclopentanecarboxylic Acid Derivatives and Their Incorporation into 12-Helical β-Peptides

  摘要：

  An enantioselective synthetic route is reported for trans-2-aminocyclopentanecarboxylic acids (ACPC) bearing geminal side chain pairs at the 4-position. beta-Peptides containing the 4,4-disubstituted ACPC residues adopt the 12-helical conformation, as demonstrated by 2D NMR analysis in aqueous solution. These 4,4-disubstituted ACPC residues display functional groups, including acidic and hydrogen bond donating groups, in a geometrically defined fashion, which should be useful for the design of beta-peptides for specific applications.

  DOI：

  10.1021/ol0483293
• 作为产物：
  描述：

  4,4-bis-(tert-butoxymethyl)-cyclohexene 在 potassium permanganate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3,3-bis-(tert-butoxymethyl)-hexanedioic acid
  参考文献：
  名称：

  Synthesis of 4,4-Disubstituted 2-Aminocyclopentanecarboxylic Acid Derivatives and Their Incorporation into 12-Helical β-Peptides

  摘要：

  An enantioselective synthetic route is reported for trans-2-aminocyclopentanecarboxylic acids (ACPC) bearing geminal side chain pairs at the 4-position. beta-Peptides containing the 4,4-disubstituted ACPC residues adopt the 12-helical conformation, as demonstrated by 2D NMR analysis in aqueous solution. These 4,4-disubstituted ACPC residues display functional groups, including acidic and hydrogen bond donating groups, in a geometrically defined fashion, which should be useful for the design of beta-peptides for specific applications.

  DOI：

  10.1021/ol0483293