prop-2-enyl N-(2-acetamidoethyl)-N-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[(4-amino-4-oxobutanoyl)amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl]carbamate | 1373763-36-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: prop-2-enyl N-(2-acetamidoethyl)-N-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[(4-amino-4-oxobutanoyl)amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl]carbamate
• CAS: 1373763-36-0
• 化学式: C₈₂H₁₄₁N₂₅O₂₅
• 分子量: 1877.17
• InChiKey: CRXKPCRXRDZCHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.4
• 重原子数：
  132
• 可旋转键数：
  84
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  675
• 氢给体数：
  21
• 氢受体数：
  29

反应信息

• 作为产物：
  描述：

  prop-2-enyl N-[2-[[4-[2-(2-acetamidoethylamino)ethylamino]-4-oxobutanoyl]amino]ethyl]-N-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[(4-amino-4-oxobutanoyl)amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl]carbamate 在 Ethyl-diisopropylsilan 、 水 、 三氟乙酸 作用下， 反应 1.17h， 生成 prop-2-enyl N-(2-acetamidoethyl)-N-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[[4-[2-[2-[(4-amino-4-oxobutanoyl)amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl-prop-2-enoxycarbonylamino]ethylamino]-4-oxobutanoyl]amino]ethylamino]ethylamino]-4-oxobutanoyl]amino]ethyl]carbamate
  参考文献：
  名称：

  Solid-Phase Synthesis of Asymmetrically Branched Sequence-Defined Poly/Oligo(amidoamines)

  摘要：

  We present for the first time the synthesis of asymmetrically branched sequence-defined poly/oligo(amidoamines) (PAAs) using solid-phase synthesis with the capability of introducing diversity at the side chains. We introduce two new versatile (diethylenetriamine) building blocks for solid-phase synthesis bearing Fmoc/Boc and Fmoc/Alloc protecting groups expanding recently used Fmoc/Boc protecting group strategy for linear PAAs to an Fmoc/Alloc/Boc strategy. This allows for orthogonal on-resin cleavage of Fmoc and Alloc protecting groups during solid-phase synthesis of PAAs with backbones differing in chain length and sequence. With these structures we then demonstrate the potential for generating asymmetrical branching by automated multiple on-resin cleavage of Alloc protecting groups as well as the introduction of side chains varying in length and number. Such systems have high potential as nonviral vectors for gene delivery and will allow for more detailed studies on the correlation between the degree of branching of PAAs and their resulting biological properties.

  DOI：

  10.1021/jo202561k