2-[N-[2,2-bis(hydroxymethyl)-propionyl]amino]ethylate | 186973-55-7

• 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-[N-[2,2-bis(hydroxymethyl)-propionyl]amino]ethylate
• 英文别名: Ethyl 2-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]amino]acetate
• CAS: 186973-55-7
• 化学式: C₉H₁₇NO₅
• 分子量: 219.238
• InChiKey: HODIOXOTHJAKHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[N-[2,2-bis(hydroxymethyl)-propionyl]amino]ethylate 在 四氮唑 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 13.0h， 生成 {3-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-2-methyl-propionylamino}-acetic acid ethyl ester
  参考文献：
  名称：

  Molecular Design for a Pinpoint RNA Scission. Interposition of Oligoamines between Two DNA Oligomers¹

  摘要：

  Phosphoramidite monomers having a benzyl or ethyl ester in the side chain have been synthesized for the facile and selective functionalization of oligonucleotides. Various amino compounds were incorporated into the desired sites in oligonucleotides by aminolysis of the esters. The conjugates, in which oligoamines (catalysts for RNA hydrolysis) were interposed between two oligonucleotides, hydrolyzed RNA substrates at exactly the target sites, which was consistent with the results of a computer-modeling study.

  DOI：

  10.1021/jo9611780
• 作为产物：
  描述：

  2,2-二羟甲基丙酸 、 甘氨酸乙酯盐酸盐 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 1,4-二氧六环 为溶剂， 反应 12.0h， 以72%的产率得到2-[N-[2,2-bis(hydroxymethyl)-propionyl]amino]ethylate
  参考文献：
  名称：

  Synthesis of Melamine Core Starburst Polyamide G1 Dendrimer and its Antibacterial and Antioxidant Activities

  摘要：

  一种新型聚酰胺第一代树枝状聚合物7是在温和的反应条件下采用新方法合成的。AB2加合物乙基2-[N-[2,2-双(羟甲基)丙酰]氨基]乙酸酯(3)是由2,2-双(羟甲基)丙酸（双MPA）和甘氨酸作为连接剂制备而成。进一步，通过将三聚氰胺（5）与单体3偶联合成G1树枝状聚合物7。通过傅立叶变换红外光谱（FTIR）、1H和13C核磁共振以及高分辨质谱（HRMS）对所有化合物的结构进行了表征。与标准抗坏血酸相比，发现G1树枝状聚合物对金黄色葡萄球菌和克雷伯菌表现出显著的抗菌活性，以及通过DPPH清除法显示出抗氧化活性。

  DOI：

  10.14233/ajchem.2021.22991

文献信息

• Synthesis of Melamine Core Starburst Polyamide G1 Dendrimer and its Antibacterial and Antioxidant Activities
  作者：Periyasamy Balu、Indira Viswambaran Asharani、Dhakshamurthy Thirumalai

  DOI：10.14233/ajchem.2021.22991

  日期：——

  A novel polyamide first-generation dendrimer 7 was synthesized from new methodology under mild reaction conditions. The AB2 adduct, ethyl 2-[N-[2,2-bis(hydroxymethyl)propionyl]amino]ethylate (3), was prepared from 2,2-bis(hydroxymethyl)propionic acid (bis-MPA) and glycine as a linker. Further, G1 dendrimer 7 was synthesized by coupling melamine (5) with monomer 3. The structural elucidations of all the compounds were confirmed by FTIR, 1H & 13C NMR and HRMS. The G1 dendrimer was found to exhibit significant antibacterial activity against S. aureus and E. cloacae and antioxidant activity by DPPH scavenging method when compared to the standard, ascorbic acid.

  一种新型聚酰胺第一代树枝状聚合物7是在温和的反应条件下采用新方法合成的。AB2加合物乙基2-[N-[2,2-双(羟甲基)丙酰]氨基]乙酸酯(3)是由2,2-双(羟甲基)丙酸（双MPA）和甘氨酸作为连接剂制备而成。进一步，通过将三聚氰胺（5）与单体3偶联合成G1树枝状聚合物7。通过傅立叶变换红外光谱（FTIR）、1H和13C核磁共振以及高分辨质谱（HRMS）对所有化合物的结构进行了表征。与标准抗坏血酸相比，发现G1树枝状聚合物对金黄色葡萄球菌和克雷伯菌表现出显著的抗菌活性，以及通过DPPH清除法显示出抗氧化活性。
• Molecular Design for a Pinpoint RNA Scission. Interposition of Oligoamines between Two DNA Oligomers¹
  作者：Masayuki Endo、Yasushi Azuma、Yoshitaka Saga、Akinori Kuzuya、Gota Kawai、Makoto Komiyama

  DOI：10.1021/jo9611780

  日期：1997.2.1

  Phosphoramidite monomers having a benzyl or ethyl ester in the side chain have been synthesized for the facile and selective functionalization of oligonucleotides. Various amino compounds were incorporated into the desired sites in oligonucleotides by aminolysis of the esters. The conjugates, in which oligoamines (catalysts for RNA hydrolysis) were interposed between two oligonucleotides, hydrolyzed RNA substrates at exactly the target sites, which was consistent with the results of a computer-modeling study.