A facile solution-phase synthetic approach for constructing phenol-based porous organic cages and covalent organic frameworks

2020 ◽  
Vol 22 (8) ◽  
pp. 2498-2504 ◽  
Author(s):  
Lei Zhang ◽  
Rongran Liang ◽  
Cheng Hang ◽  
Haiying Wang ◽  
Lin Sun ◽  
...  
Keyword(s):  
General Solution ◽  
Organic Solvent ◽  
Solution Phase ◽  
Synthetic Approach ◽  
Covalent Organic Frameworks ◽  
Water Solutions ◽  
Solvent Water ◽  
Synthetic Strategy

A general solution-phase synthetic strategy is developed to construct both porous organic cages (POCs) and covalent organic frameworks (COFs) by simply stirring and heating organic solvent/water solutions of aldehydes and amines in the presence of MOH (M = Na, K, and Cs).

scholarly journals 2,3-Diaminopropanols Obtained from d-Serine as Intermediates in the Synthesis of Protected 2,3-l-Diaminopropanoic Acid (l-Dap) Methyl Esters

Molecules ◽  
2020 ◽  
Vol 25 (6) ◽  
pp. 1313
Author(s):  
Andrea Temperini ◽  
Donatella Aiello ◽  
Fabio Mazzotti ◽  
Constantinos M. Athanassopoulos ◽  
Pierantonio De Luca ◽  
...  
Keyword(s):  
Amino Acid ◽  
Reductive Amination ◽  
Methyl Esters ◽  
Primary Amines ◽  
Synthetic Approach ◽  
Protecting Group ◽  
Synthetic Strategy ◽  
Crude Product ◽  
Diaminopropanoic Acid ◽  
Acid Labile

A synthetic strategy for the preparation of two orthogonally protected methyl esters of the non-proteinogenic amino acid 2,3-l-diaminopropanoic acid (l-Dap) was developed. In these structures, the base-labile protecting group 9-fluorenylmethyloxycarbonyl (Fmoc) was paired to the p-toluensulfonyl (tosyl, Ts) or acid-labile tert-butyloxycarbonyl (Boc) moieties. The synthetic approach to protected l-Dap methyl esters uses appropriately masked 2,3-diaminopropanols, which are obtained via reductive amination of an aldehyde prepared from the commercial amino acid Nα-Fmoc-O-tert-butyl-d-serine, used as the starting material. Reductive amination is carried out with primary amines and sulfonamides, and the process is assisted by the Lewis acid Ti(OiPr)4. The required carboxyl group is installed by oxidizing the alcoholic function of 2,3-diaminopropanols bearing the tosyl or benzyl protecting group on the 3-NH2 site. The procedure can easily be applied using the crude product obtained after each step, minimizing the need for chromatographic purifications. Chirality of the carbon atom of the starting d-serine template is preserved throughout all synthetic steps.

Ionizable Star Copolymer-Assisted Graphene Phase Transfer between Immiscible Liquids: Organic Solvent/Water/Ionic Liquid

2014 ◽  
Vol 3 (10) ◽  
pp. 981-984 ◽  
Author(s):  
Maria-Theodora Popescu ◽  
Dimitrios Tasis ◽  
Constantinos Tsitsilianis
Keyword(s):  
Ionic Liquid ◽  
Organic Solvent ◽  
Phase Transfer ◽  
Immiscible Liquids ◽  
Solvent Water ◽  
Star Copolymer
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