tert-Butyl 4-hydroxyhexanoate | 120205-79-0

• 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: tert-Butyl 4-hydroxyhexanoate
• CAS: 120205-79-0
• 化学式: C₁₀H₂₀O₃
• 分子量: 188.267
• InChiKey: JGLBPBIRATXCKR-UHFFFAOYSA-N

物化性质

• 沸点：
  260.4±23.0 °C(Predicted)
• 密度：
  0.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-羟基邻苯二甲酰亚胺 、 tert-Butyl 4-hydroxyhexanoate 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以186 mg的产率得到
  参考文献：
  名称：

  Synthesis and Conformational Studies of γ−Aminoxy Peptides

  摘要：

  We have synthesized a series of gamma-aminoxy acids, including unsubstituted and gamma(4)- Ph-, gamma(4)-alkyl-, and gamma(3,4)-cyclohexyl-substituted systems. Coupling of these monomers to oligomers can be realized using EDCl/HOBt (or HOAt) as the coupling agent. gamma-Aminoxy peptides can form 10-membered-ring intramolecular hydrogen bonds-so-called "gamma N-O turns"-between adjacent residues, the extent of which is controlled by the nature of the side chain of each gamma-aminoxy acid residue, increasing from the unsubstituted gamma-aminoxy peptide to the gamma(4)-alkyl aminoxy peptides to the gamma(4)-phenyl- and gamma(3,4)-cyclohexyl-substituted aminoxy pepticles. The presence of two consecutive homochiral 10-membered-ring intramolecular hydrogen bonds leads to the formation of a novel helical structure. Theoretical studies on a series of model peptides rationalize very well the experimentally observed conformational features of these gamma-aminoxy peptides.

  DOI：

  10.1021/ja0772750
• 作为产物：
  描述：

  Tert-butyl 4-oxohexanoate 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 生成 tert-Butyl 4-hydroxyhexanoate
  参考文献：
  名称：

  Synthesis and Conformational Studies of γ−Aminoxy Peptides

  摘要：

  We have synthesized a series of gamma-aminoxy acids, including unsubstituted and gamma(4)- Ph-, gamma(4)-alkyl-, and gamma(3,4)-cyclohexyl-substituted systems. Coupling of these monomers to oligomers can be realized using EDCl/HOBt (or HOAt) as the coupling agent. gamma-Aminoxy peptides can form 10-membered-ring intramolecular hydrogen bonds-so-called "gamma N-O turns"-between adjacent residues, the extent of which is controlled by the nature of the side chain of each gamma-aminoxy acid residue, increasing from the unsubstituted gamma-aminoxy peptide to the gamma(4)-alkyl aminoxy peptides to the gamma(4)-phenyl- and gamma(3,4)-cyclohexyl-substituted aminoxy pepticles. The presence of two consecutive homochiral 10-membered-ring intramolecular hydrogen bonds leads to the formation of a novel helical structure. Theoretical studies on a series of model peptides rationalize very well the experimentally observed conformational features of these gamma-aminoxy peptides.

  DOI：

  10.1021/ja0772750

文献信息

• Stereoselective reactions of ester enolates with epoxides
  作者：Stephen K. Taylor、Jason A. Fried、Yvonne N. Grassl、Ariane E. Marolewski、Elizabeth A. Pelton、Toni Jo Poel、Deborah S. Rezanka、Mark R. Whittaker

  DOI：10.1021/jo00077a069

  日期：1993.12
• Diastereoselective reactions of ester enolates with epoxides
  作者：Toni Jo Sturm、Ariane E. Marolewski、Deborah S. Rezenka、Stephen K. Taylor

  DOI：10.1021/jo00270a007

  日期：1989.4
• STURM, T. -J.;MAROLEWSKI, A. E.;REZENKA, D. S.;TAYLOR, S. K., J. ORG. CHEM., 54,(1989) N, C. 2039-2040
  作者：STURM, T. -J.、MAROLEWSKI, A. E.、REZENKA, D. S.、TAYLOR, S. K.

  DOI：——

  日期：——
• COMPOUNDS THAT INHIBIT MCL-1 PROTEIN
  申请人：AMGEN INC.

  公开号：US20210230189A1

  公开（公告）日：2021-07-29

  Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
• Synthesis and Conformational Studies of γ−Aminoxy Peptides
  作者：Fei Chen、Ke-Sheng Song、Yun-Dong Wu、Dan Yang

  DOI：10.1021/ja0772750

  日期：2008.1.1

  We have synthesized a series of gamma-aminoxy acids, including unsubstituted and gamma(4)- Ph-, gamma(4)-alkyl-, and gamma(3,4)-cyclohexyl-substituted systems. Coupling of these monomers to oligomers can be realized using EDCl/HOBt (or HOAt) as the coupling agent. gamma-Aminoxy peptides can form 10-membered-ring intramolecular hydrogen bonds-so-called "gamma N-O turns"-between adjacent residues, the extent of which is controlled by the nature of the side chain of each gamma-aminoxy acid residue, increasing from the unsubstituted gamma-aminoxy peptide to the gamma(4)-alkyl aminoxy peptides to the gamma(4)-phenyl- and gamma(3,4)-cyclohexyl-substituted aminoxy pepticles. The presence of two consecutive homochiral 10-membered-ring intramolecular hydrogen bonds leads to the formation of a novel helical structure. Theoretical studies on a series of model peptides rationalize very well the experimentally observed conformational features of these gamma-aminoxy peptides.