3-{4-[2-(tert-Butoxycarbonyl-propyl-amino)-ethoxy]-phenyl}-propionic acid methyl ester | 850724-00-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-{4-[2-(tert-Butoxycarbonyl-propyl-amino)-ethoxy]-phenyl}-propionic acid methyl ester
• CAS: 850724-00-4
• 化学式: C₂₀H₃₁NO₅
• 分子量: 365.47
• InChiKey: URIMVARLTSMGLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  65.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-{4-[2-(tert-Butoxycarbonyl-propyl-amino)-ethoxy]-phenyl}-propionic acid methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 3-[4-(2-Propylamino-ethoxy)-phenyl]-propionic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2

  摘要：

  To develop novel PPAR gamma ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ(2). Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPAR gamma protein where the alkyl chain of 15d-PGJ(2) is expected to be located. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.074
• 作为产物：
  描述：

  2-(丙氨基)乙醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-{4-[2-(tert-Butoxycarbonyl-propyl-amino)-ethoxy]-phenyl}-propionic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and biological activity of novel PPARγ ligands based on rosiglitazone and 15d-PGJ2

  摘要：

  To develop novel PPAR gamma ligands, we synthesized thirteen 3-{4-(2-aminoethoxy)phenyl}propanoic acid derivatives, which are designed based on the structures of rosiglitazone and 15d-PGJ(2). Among these compounds, compound 9 was found to be as potent as rosiglitazone in a binding assay and a preadipocyte differentiation test. Molecular modeling suggested that the nonyl group of 9 interacted with hydrophobic amino acid residues constructing the hydrophobic region of PPAR gamma protein where the alkyl chain of 15d-PGJ(2) is expected to be located. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.074