(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-tert-butyl ester 1-[2-(2-methyl-acryloyloxy)-ethyl] ester | 594872-35-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-tert-butyl ester 1-[2-(2-methyl-acryloyloxy)-ethyl] ester
• 英文别名: 5-O-tert-butyl 1-O-[2-(2-methylprop-2-enoyloxy)ethyl] (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate
• CAS: 594872-35-2
• 化学式: C₂₀H₃₃NO₈
• 分子量: 415.484
• InChiKey: IASXHNOXKIZHCA-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲基丙烯酸羟乙酯 、 叔丁氧羰基-L-谷氨酸-5-叔丁酯 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 反应 24.0h， 以73%的产率得到(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-tert-butyl ester 1-[2-(2-methyl-acryloyloxy)-ethyl] ester
  参考文献：
  名称：

  Elastin-Based Side-Chain Polymers Synthesized by ATRP

  摘要：

  The synthesis of two monomers based on glutamic acid and the peptide VPGVG (V = valine, P = proline, and G = glycine), a commonly found sequence in tropoelastin, was investigated. The polymerizations of both monomers using atom transfer radical polymerization (ATRP) proceeded in a controlled manner and yielded polymers with narrow molecular weight distributions. The VPGVG sequence in the side chain of the polymer still maintained its characteristic LCST (lower critical solution temperature) behavior, according to CD spectroscopy. Triblock copolymers were prepared by polymerizing, using ATRP, the VPGVG monomer with a bifunctional poly(ethylene glycol) (PEG)-based initiator. This resulted in a material that upon heating in water clearly formed aggregates. These reversible aggregates were investigated using turbidity measurements and dynamic light scattering. A pH-dependent transition temperature of 40-70 degreesC was observed.

  DOI：

  10.1021/ma025727h

文献信息

• Elastin-Based Side-Chain Polymers Synthesized by ATRP
  作者：Lee Ayres、Matthijn R. J. Vos、P. J. Hans M. Adams、Igor O. Shklyarevskiy、Jan C. M. van Hest

  DOI：10.1021/ma025727h

  日期：2003.8.1

  The synthesis of two monomers based on glutamic acid and the peptide VPGVG (V = valine, P = proline, and G = glycine), a commonly found sequence in tropoelastin, was investigated. The polymerizations of both monomers using atom transfer radical polymerization (ATRP) proceeded in a controlled manner and yielded polymers with narrow molecular weight distributions. The VPGVG sequence in the side chain of the polymer still maintained its characteristic LCST (lower critical solution temperature) behavior, according to CD spectroscopy. Triblock copolymers were prepared by polymerizing, using ATRP, the VPGVG monomer with a bifunctional poly(ethylene glycol) (PEG)-based initiator. This resulted in a material that upon heating in water clearly formed aggregates. These reversible aggregates were investigated using turbidity measurements and dynamic light scattering. A pH-dependent transition temperature of 40-70 degreesC was observed.