Vittoria Spanedda Maria, Salomé Christophe, Hilbold Benoît, Berner Etienne, Heurtault Béatrice, Fournel Sylvie, Frisch Benoît, Bourel-Bonnet Line
Laboratoire de Conception et Application de Molécules Bioactives, Equipe de BioVectorologie, UMR 7199 - CNRS/Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, BP 60024, 67401 Illkirch Cedex, France.
Data Brief. 2015 Aug 28;5:145-54. doi: 10.1016/j.dib.2015.08.014. eCollection 2015 Dec.
We present here the synthetic routes and the experimental data (NMR and MS spectra) for model reactions for copper-free Huisgen 1,4-cycloaddition, Staudinger ligation and for addition of a dithiol on a dibromomaleimide ring. Starting materials were synthesized from the commercially available 4-chlorophenethylamine, previously described 2-(cyclooct-2-yn-1-yloxy)acetic acid, 1-fluorocyclooct-2-ynecarboxylic acid, commercial 2-(diphenylphosphino)terephthalic acid 1-methyl 4-pentafluorophenyl diester and dibromomaleimide. In all cases, the expected compounds were obtained with good yield (50% to quantitative). A novel synthesis of the lipid anchor DOGP3NH2 is also described. These data were used as basis for the study reported in the article "Smart Tools and Orthogonal Click-like Reactions onto Small Unilamellar Vesicles" in Chemistry and Physics of Lipids [1].
我们在此展示了用于无铜Huisgen 1,4-环加成、施陶丁格连接以及二硫醇在二溴马来酰亚胺环上加成的模型反应的合成路线和实验数据（核磁共振和质谱光谱）。起始原料由市售的4-氯苯乙胺、先前描述的2-(环辛-2-炔-1-基氧基)乙酸、1-氟环辛-2-炔羧酸、市售的2-(二苯基膦基)对苯二甲酸1-甲基4-五氟苯基二酯和二溴马来酰亚胺合成。在所有情况下，均以良好的产率（50%至定量）获得了预期的化合物。还描述了脂质锚定物DOGP3NH2的一种新合成方法。这些数据被用作《脂质的化学与物理》[1]中“智能工具与在小单层囊泡上的正交类点击反应”一文所报道研究的基础。
