(2-{{3-[Allyl-(4-bromo-phenyl)-carbamoyl]-propionyl}-[2-(4-bromo-phenyl)-ethyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester | 906560-78-9

• 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: (2-{{3-[Allyl-(4-bromo-phenyl)-carbamoyl]-propionyl}-[2-(4-bromo-phenyl)-ethyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester
• CAS: 906560-78-9
• 化学式: C₃₃H₃₅Br₂N₃O₅
• 分子量: 713.466
• InChiKey: OKRTUIZTTBYCNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  43.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  96.02
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2-{{3-[Allyl-(4-bromo-phenyl)-carbamoyl]-propionyl}-[2-(4-bromo-phenyl)-ethyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 44.0h， 生成 (E)-12-(4-Bromo-phenyl)-7-[2-(4-bromo-phenyl)-ethyl]-6-phenyl-1,4,7,12-tetraaza-cyclohexadec-14-ene-2,5,8,11-tetraone
  参考文献：
  名称：

  Skeletal diversity by allylation/RCM on Ugi four-component coupling reaction products

  摘要：

  Here, we report a diversity-oriented synthetic approach toward skeletally diverse, cyclized peptidomimetics with diverse appendages. Starting from alpha-(N-acylamino)amides with various appendages, 12 to 16-membered lactams with defined olefin geometry were synthesized by a common synthetic sequence. We also synthesized the macrocycle in a liquid phase directed toward a construction of the peptidomimetics library. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.098
• 作为产物：
  描述：

  (2-{[3-(4-Bromo-phenylcarbamoyl)-propionyl]-[2-(4-bromo-phenyl)-ethyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester 、 丙烯酰碘 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以39%的产率得到(2-{{3-[Allyl-(4-bromo-phenyl)-carbamoyl]-propionyl}-[2-(4-bromo-phenyl)-ethyl]-amino}-2-phenyl-acetylamino)-acetic acid ethyl ester
  参考文献：
  名称：

  Skeletal diversity by allylation/RCM on Ugi four-component coupling reaction products

  摘要：

  Here, we report a diversity-oriented synthetic approach toward skeletally diverse, cyclized peptidomimetics with diverse appendages. Starting from alpha-(N-acylamino)amides with various appendages, 12 to 16-membered lactams with defined olefin geometry were synthesized by a common synthetic sequence. We also synthesized the macrocycle in a liquid phase directed toward a construction of the peptidomimetics library. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.098

文献信息

• Skeletal Diversity by Ugi Four-Component Coupling Reaction and Post-Ugi Reactions
  作者：Masato Oikawa、Shinya Naito、Makoto Sasaki

  DOI：10.3987/com-07-s(u)8

  日期：——

  Here we report a strategy to alter the skeletal complexity of Ugi four-component coupling reaction products by using allylations followed by ring-closing metathesis. Principal component analysis is also performed for these compounds.