2-azido-α-L-aspartyl-L-phenylalanine methyl ester

• 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-azido-α-L-aspartyl-L-phenylalanine methyl ester
• 英文别名: (3S)-3-azido-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• 化学式: C₁₄H₁₆N₄O₅
• 分子量: 320.305
• InChiKey: DATUQIGUQNSVQD-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  阿斯巴甜 在 copper(ll) sulfate pentahydrate 、 triflic azide 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 18.0h， 以70%的产率得到2-azido-α-L-aspartyl-L-phenylalanine methyl ester
  参考文献：
  名称：

  Synthesis and micellization behavior of chiral amphiphilic diblock copolymers bearing amino acid/dipeptide pendants

  摘要：

  Novel chiral amphiphilic diblock copolymers bearing L-phenylalanine or alpha-L-aspartyl-L-phenylalanine methyl ester pendants were synthesized using a "click" reaction. The structure and composition of copolymers were characterized by gel permeation chromatography, (1)H NMR, elemental analysis and optical rotation measurements, which showed that the synthetic route can produce copolymers with well-defined composition and optical activity. The results from surface tension measurements, dynamic light scattering, transmission electron microscopy and (1)H NMR spectra indicated that these chiral copolymers formed spherical micelles with an optically active hydrophobic core in a NaH(2)PO(4) buffer (pH 4.5) system. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2009.12.001

文献信息

• [EN] APPLICATION OF FSO2N3 IN PREPARATION OF AZIDE<br/>[FR] UTILISATION DE FSO2N3 DANS LA PRÉPARATION D'AZIDE<br/>[ZH] FSO 2N 3在制备叠氮化合物中的应用
  申请人：SHANGHAI INSITITUTE OF ORGANIC CHEMISTRY CHINESE ACAD OF SCIENCES

  公开号：WO2019238057A1

  公开（公告）日：2019-12-19

  一种FSO2N3在制备叠氮化合物中的应用，使用FSO2N3进行重氮转移反应(diazo transfer)，可从一级胺基化合物(包括一级烷基胺类化合物(R-NH2)，(杂)芳基胺类化合物(Ar-NH2)或磺酰胺类化合物(RSO2NH2))快速、安全、高收率地制备对应的叠氮化合物(R-N3，Ar-N3或RSO2N3)；且操作简单、高效。
• Synthesis and micellization behavior of chiral amphiphilic diblock copolymers bearing amino acid/dipeptide pendants
  作者：Zhiguo Hu、Suzhen Guo、Caihong Huang

  DOI：10.1016/j.reactfunctpolym.2009.12.001

  日期：2010.4

  Novel chiral amphiphilic diblock copolymers bearing L-phenylalanine or alpha-L-aspartyl-L-phenylalanine methyl ester pendants were synthesized using a "click" reaction. The structure and composition of copolymers were characterized by gel permeation chromatography, (1)H NMR, elemental analysis and optical rotation measurements, which showed that the synthetic route can produce copolymers with well-defined composition and optical activity. The results from surface tension measurements, dynamic light scattering, transmission electron microscopy and (1)H NMR spectra indicated that these chiral copolymers formed spherical micelles with an optically active hydrophobic core in a NaH(2)PO(4) buffer (pH 4.5) system. (c) 2009 Elsevier Ltd. All rights reserved.