1,8-di-(tert-butoxycarbonylamino)-3,6-dioxaoctane | 475591-59-4

• 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: 1,8-di-(tert-butoxycarbonylamino)-3,6-dioxaoctane
• 英文别名: Boc-NH-PEG2-NH-Boc；tert-butyl N-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethyl]carbamate
• CAS: 475591-59-4
• 化学式: C₁₆H₃₂N₂O₆
• 分子量: 348.44
• InChiKey: IBOKAWABMPUDFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,8-di-(tert-butoxycarbonylamino)-3,6-dioxaoctane 在 sodium hydride 、 sodium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 70.0h， 生成 N-(9-anthrylmethyl)-diaza-21-crown-7
  参考文献：
  名称：

  A Convenient Unsymmetric Functionalization of Diaza-21-Crown-7

  摘要：

  本文介绍了 N-Boc-diaza-21-crown-7 (4) 的合成过程。用 1,11-二碘-3,6,9-三氧杂十一烷处理双叔丁氧羰基保护的 1,8-二氨基-3,6-二氧杂辛烷 (2)，生成 N,N′-双叔丁氧羰基二氮杂-21-冠醚-7 (3)，收率中等。用三氟乙酸处理双叔丁氧羰基保护冠，可分离出所需的单-N-叔丁氧羰基-二氮杂-21-冠-7（4），但没有预期的二氮杂环-21-冠-7。

  DOI：

  10.1055/s-2002-32599
• 作为产物：
  描述：

  1,8-二氨基-3,6-二氧杂辛烷 、 二碳酸二叔丁酯 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以96%的产率得到1,8-di-(tert-butoxycarbonylamino)-3,6-dioxaoctane
  参考文献：
  名称：

  A Convenient Unsymmetric Functionalization of Diaza-21-Crown-7

  摘要：

  本文介绍了 N-Boc-diaza-21-crown-7 (4) 的合成过程。用 1,11-二碘-3,6,9-三氧杂十一烷处理双叔丁氧羰基保护的 1,8-二氨基-3,6-二氧杂辛烷 (2)，生成 N,N′-双叔丁氧羰基二氮杂-21-冠醚-7 (3)，收率中等。用三氟乙酸处理双叔丁氧羰基保护冠，可分离出所需的单-N-叔丁氧羰基-二氮杂-21-冠-7（4），但没有预期的二氮杂环-21-冠-7。

  DOI：

  10.1055/s-2002-32599

文献信息

• Lipid fluorination enables phase separation from fluid phospholipid bilayers
  作者：Simon J. Webb、Kevin Greenaway、Marzieh Bayati、Laurent Trembleau

  DOI：10.1039/b603373n

  日期：——

  To probe the effect of lipid fluorination on the formation of lipid domains in phospholipid bilayers, several new fluorinated and non-fluorinated synthetic lipids were synthesised, and the extent of phase separation of these lipids from phospholipid bilayers of different compositions was determined. At membrane concentrations as low as 1% mol/mol, both fluorinated and non-fluorinated lipids were observed to phase separate from a gel-phase (solid ordered) phospholipid matrix, but bilayers in a liquid disordered state caused no phase separation; if the gel-phase samples were heated above the transition temperature, then phase separation was lost. We found incorporation of perfluoroalkyl groups into the lipid enhanced phase separation, to such an extent that phase separation was observed from cholesterol containing bilayers in the liquid ordered phase.

  为了探讨脂质氟化对磷脂双层中脂质域形成的影响，合成了几种新的氟化和非氟化合成脂质，并确定了这些脂质与不同成分磷脂双层的相分离程度。在膜浓度低至1% mol/mol时，观察到氟化和非氟化脂质都能从凝胶相（固态有序）磷脂基质中相分离，但在液态无序状态下的双层则未引起相分离；如果将凝胶相样品加热至高于转变温度，则相分离现象消失。我们发现将全氟烷基团引入脂质中会增强相分离，甚至在液态有序的胆固醇含量双层中也观察到了相分离现象。
• [EN] METHODS OF MAKING AND USING NANOSTRUCTURES<br/>[FR] PROCÉDÉS DE FABRICATION ET D'UTILISATION DE NANOSTRUCTURES
  申请人：UNIV MINNESOTA

  公开号：WO2013109939A1

  公开（公告）日：2013-07-25

  The invention provides methods for attaching drugs, dyes or radiolabels to bis-MTX. This method can be used to prepare bis-MTX analogs that can be used to deliver agents, such as nanoparticles, drugs, dyes or radiolabels, to cells.

  这项发明提供了将药物、染料或放射性标记物附着到双甲氨蝶呤（bis-MTX）的方法。这种方法可用于制备可用于将纳米颗粒、药物、染料或放射性标记物传递给细胞的双甲氨蝶呤类似物。
• Efficient Site‐Selective Immobilization of Aldehyde‐Tagged Peptides and Proteins by Knoevenagel Ligation
  作者：Nils Janson、Tobias Heinks、Tobias Beuel、Sarfaraz Alam、Matthias Höhne、Uwe T. Bornscheuer、Gabriele Fischer von Mollard、Norbert Sewald

  DOI：10.1002/cctc.202101485

  日期：2022.1.21

  Superior immobilization efficiency: Pyrazolone-derivatized agarose beads enable the site-selective, bio-compatible, and efficient immobilization of aldehyde-containing small molecules, peptides and proteins by Knoevenagel condensation.

  卓越的固定效率：吡唑啉酮衍生的琼脂糖珠能够通过 Knoevenagel 缩合对含醛的小分子、肽和蛋白质进行位点选择性、生物相容性和有效的固定。
• Lipophilic peptide nucleic acids containing a 1,3-diyne function: synthesis, characterization and production of derived polydiacetylene liposomes
  作者：Nicola M. Howarth、W. Edward Lindsell、Euan Murray、Peter N. Preston

  DOI：10.1016/j.tet.2005.07.021

  日期：2005.9

  Adenine-, cytosine- and thymine-containing peptide nucleic acid (PNA) monomers have been synthesized in which either diacetylenic or stearoyl moieties are attached to the N-or C-terminus; the diacetylenic group is embedded within a long hydrocarbon chain. A range of analogous lipophilic functionalized PNA oligomers have been prepared using either solid phase synthesis or a post-synthetic solution phase procedure following cleavage of the PNA oligomer from the solid Support. Selected functionalized PNA monomers and oligomers have been incorporated into liposomal polydiacetylenes and characterized by UV-vis absorption spectroscopy. Preliminary investigations show that blue PDA-liposomes containing thymine-based PNAs can be formed and that production of liposomes with other PNA systems are viable. (c) 2005 Elsevier Ltd. All rights reserved.
• Flow-Mediated Synthesis of Boc, Fmoc, and Dd<i>iv</i> Monoprotected Diamines
  作者：ThingSoon Jong、Mark Bradley

  DOI：10.1021/ol503343b

  日期：2015.2.6

  A series of monoprotected aliphatic diamines (21 examples) were synthesized via continuous flow methods. The carbamates and enamines were obtained in 45-91% yields using a 0.5 mm diameter PTFE tubular flow reactor. Using readily accessible protecting group precursors, the procedure serves as an attractive alternative to existing batch-mode synthetic routes by providing direct, multigram access to N-Boc-, N-Fmoc-, and N-Ddiv-protected compounds with productivity indexes of 1.2-3.6 g/h.