2,3-bis((tert-butyldimethylsilyl)oxy)propan-1-amine | 125907-46-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2,3-bis((tert-butyldimethylsilyl)oxy)propan-1-amine
• 英文别名: 2,3-Bis[[tert-butyl(dimethyl)silyl]oxy]propan-1-amine；2,3-bis[[tert-butyl(dimethyl)silyl]oxy]propan-1-amine
• CAS: 125907-46-2
• 化学式: C₁₅H₃₇NO₂Si₂
• 分子量: 319.635
• InChiKey: LIBKAIRSNPQSDX-UHFFFAOYSA-N

物化性质

• 沸点：
  309.0±22.0 °C(Predicted)
• 密度：
  0.876±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-bis((tert-butyldimethylsilyl)oxy)propan-1-amine 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 4-((3-benzoyl-5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)-N-(2,3-bis((tert-butyldimethylsilyl)oxy)propyl)-3-nitrobenzamide
  参考文献：
  名称：

  Automated Modular Synthesis of Aptamer–Drug Conjugates for Targeted Drug Delivery

  摘要：

  Aptamer-drug conjugates (ApDCs) are promising targeted drug delivery systems for reducing toxicity while increasing the efficacy of chemotherapy. However, current ApDC technologies suffer from problems caused by the complicated preparation and low controllability of drug aptamer conjugation. To solve such problems, we have designed and synthesized a therapeutic module for solid phase synthesis, which is a phosphoramdite containing an anticancer drug moiety and a photocleavable linker. Using this module, we have realized automated and modular synthesis of ApDCs, and multiple drugs were efficiently incorporated into ApDCs at predesigned positions. The ApDCs not only recognize target cancer cells specifically, but also release drugs in a photocontrollable manner. We demonstrated the potential of automated and modular ApDC technology for applications in targeted cancer therapy.

  DOI：

  10.1021/ja4117395
• 作为产物：
  描述：

  (9,9,10,10-tetramethyl-3-methylene-6-(2,2,3,3-tetramethylbutyl)undecyl)benzene 在 10 wt% Pd(OH)2 on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以99%的产率得到2,3-bis((tert-butyldimethylsilyl)oxy)propan-1-amine
  参考文献：
  名称：

  Automated Modular Synthesis of Aptamer–Drug Conjugates for Targeted Drug Delivery

  摘要：

  Aptamer-drug conjugates (ApDCs) are promising targeted drug delivery systems for reducing toxicity while increasing the efficacy of chemotherapy. However, current ApDC technologies suffer from problems caused by the complicated preparation and low controllability of drug aptamer conjugation. To solve such problems, we have designed and synthesized a therapeutic module for solid phase synthesis, which is a phosphoramdite containing an anticancer drug moiety and a photocleavable linker. Using this module, we have realized automated and modular synthesis of ApDCs, and multiple drugs were efficiently incorporated into ApDCs at predesigned positions. The ApDCs not only recognize target cancer cells specifically, but also release drugs in a photocontrollable manner. We demonstrated the potential of automated and modular ApDC technology for applications in targeted cancer therapy.

  DOI：

  10.1021/ja4117395

文献信息

• Synthesis of hydrophilic copper(II) complexes of 5,10,15,20-tetraaryl-5,15-diazaporphyrins substituted with carboxy or (2,3-dihydroxypropyl)carbamoyl groups
  作者：Yuki Shimizu、Yoshihiro Matano

  DOI：10.1142/s1088424621500917

  日期：2021.10

  report the first examples of strongly hydrophilic copper(II) complexes of 5,10,15,20-tetraaryl-5,15-diazaporphyrins (TADAPs) substituted with carboxy or (2,3-dihydroxypropyl)carbamoyl groups. Metal-templated cyclization reactions of a common dipyrrin precursor with nickel(II) or copper(II) acetate afforded the corresponding metal(II) complexes of 5,10,15,20-tetrakis(4-alkoxycarbonylphenyl)-5,15-diazaporphyrin

  含有亲水助剂的卟啉受到了相当多的关注。在这里，我们报告了被羧基或 (2,3-二羟丙基) 氨基甲酰基取代的 5,10,15,20-四芳基-5,15-二氮杂卟啉 (TADAPs) 的强亲水性铜 (II) 配合物的第一个例子。常见的联吡啶前体与乙酸镍 (II) 或铜 (II) 的金属模板环化反应提供了 5,10,15,20-四(4-烷氧基羰基苯基)-5,15-二氮杂卟啉的相应金属 (II) 配合物(M-TADAP-COOR; M = Ni, Cu) 作为空气稳定的 19π自由基阳离子，可与 20π- 和 18π-通过氧化还原反应产生的电子态。核磁共振波谱 20π和 18πNi-TADAP-COORs 分别显示出抗芳香和芳香特性。19碱水解πCu-TADAP-COOR 提供了一种羧酸 Cu-TADAP-COOH，它在碱性条件下易溶于水，但在中性或酸性条件下难溶。Cu-TADAP-COOH 与 2,
• Automated Modular Synthesis of Aptamer–Drug Conjugates for Targeted Drug Delivery
  作者：RuoWen Wang、Guizhi Zhu、Lei Mei、Yan Xie、Haibin Ma、Mao Ye、Feng-Ling Qing、Weihong Tan

  DOI：10.1021/ja4117395

  日期：2014.2.19

  Aptamer-drug conjugates (ApDCs) are promising targeted drug delivery systems for reducing toxicity while increasing the efficacy of chemotherapy. However, current ApDC technologies suffer from problems caused by the complicated preparation and low controllability of drug aptamer conjugation. To solve such problems, we have designed and synthesized a therapeutic module for solid phase synthesis, which is a phosphoramdite containing an anticancer drug moiety and a photocleavable linker. Using this module, we have realized automated and modular synthesis of ApDCs, and multiple drugs were efficiently incorporated into ApDCs at predesigned positions. The ApDCs not only recognize target cancer cells specifically, but also release drugs in a photocontrollable manner. We demonstrated the potential of automated and modular ApDC technology for applications in targeted cancer therapy.