scholarly journals Parallel solid-phase synthesis of diaryltriazoles

2012 ◽  
Vol 8 ◽  
pp. 1027-1036 ◽  
Author(s):  
Matthias Wrobel ◽  
Jeffrey Aubé ◽  
Burkhard König
Keyword(s):  
Protein Interactions ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Alpha Helix ◽  
Protein Protein Interactions ◽  
Phase Synthesis ◽  
Wang Resin ◽  
Polymer Bead ◽  
Synthesis Protocol ◽  
Parallel Fashion

A series of substituted diaryltriazoles was prepared by a solid-phase-synthesis protocol using a modified Wang resin. The copper(I)- or ruthenium(II)-catalyzed 1,3-cycloaddition on the polymer bead allowed a rapid synthesis of the target compounds in a parallel fashion with in many cases good to excellent yields. Substituted diaryltriazoles resemble a molecular structure similar to established terphenyl-alpha-helix peptide mimics and have therefore the potential to act as selective inhibitors for protein–protein interactions.

Construction of a 2,6-Difunctionalized 2-Methyl-2H-1-benzopyran Library by Using a Solid-Phase Synthesis Protocol

2005 ◽  
Vol 70 (24) ◽  
pp. 10151-10154 ◽  
Author(s):  
Jong Yeon Hwang ◽  
Hyung-Sub Choi ◽  
Jin-soo Seo ◽  
Hyun Ju La ◽  
Dong-Soo Kim ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Synthesis Protocol

Solid-Phase Synthesis of Pyrrole-Imidazole Polyamides by Resin

2014 ◽  
Vol 908 ◽  
pp. 215-219 ◽  
Author(s):  
Li Ying Mo ◽  
Yan Ling Wu ◽  
Min Rui Liu ◽  
Xing Lai Chen ◽  
Yan Ping Ding ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Rapid Development ◽  
Solution Phase ◽  
Effective Energy ◽  
Environment Friendly ◽  
Phase Synthesis ◽  
Wang Resin ◽  
The Past ◽  
Solution Phase Synthesis

Over the past years, synthesis of pyrrole-imidazole (Py-Im) polyamides has been achieved by solution-phase and solid-phase methods. Comparing with solution-phase synthesis, the solid-phase synthesis has showed great superiority in various aspects. The solid-phase synthesis is a rapid, effective, energy-saving and environment-friendly method, which has been widely used in the synthesis of pyrrole-imidazole polyamides. Many complicated polyamides can be obtained quickly and effectively through this method. By far, the application of the solid-phase synthesis for Py-Im polyamides has made rapid development. Resin as the main carrier, a key substance in solid phase synthesis, consists of two parts: polymer (macromolecular resin) and linking chain (linker). To date, there are many kinds of resins applied in the solid phase synthesis, such as PAM resin, Wang resin, Oxime resin and Clear resin, and so on. In this article, we will focus on the elaboration about the basic principle and application of the four kinds of resins mentioned above in solid-phase synthesis of polyamides. This provides an important reference for development of polyamides.

scholarly journals Traceless Solid-Phase Synthesis of Ketones via Acid-Labile Enol Ethers: Application in the Synthesis of Natural Products and Derivatives

Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1406 ◽  
Author(s):  
Eva Schütznerová ◽  
Anna Krchňáková ◽  
Viktor Krchňák
Keyword(s):  
Natural Products ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Tetramic Acid ◽  
Enol Ethers ◽  
Phase Synthesis ◽  
Wang Resin ◽  
Synthetic Strategy ◽  
Solid Phase Organic Synthesis ◽  
Acid Labile

In solid-phase organic synthesis, Wang resin is traditionally used for the immobilization of acids, alcohols, phenols, and amines. We report the use of Wang resin for the traceless synthesis of ketones via acid-labile enol ethers. We demonstrate the practicality of this synthetic strategy on the solid-phase synthesis of pyrrolidine-2,4-diones, which represent the core structure of several natural products, including tetramic acid. Base-triggered condensation of pyrrolidine-2,4-diones yielded 4-hydroxy-1,1′,2′,5-tetrahydro-2H,5′H-[3,3′-bipyrrole]-2,5′-diones.

Solid-phase synthesis of oxazolones and other heterocycles via Wang resin-bound diazocarbonyls

2005 ◽  
Vol 46 (33) ◽  
pp. 5495-5498 ◽  
Author(s):  
Makoto Yamashita ◽  
Sang-Hyeup Lee ◽  
Guido Koch ◽  
Juerg Zimmermann ◽  
Bruce Clapham ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis ◽  
Wang Resin

Acyclic analogs of nucleosides based on tris(hydroxymethyl)phosphine oxide: synthesis and incorporation into short DNA oligomers

2015 ◽  
Vol 21 (5) ◽  
pp. 303-314 ◽  
Author(s):  
Barbara Nawrot ◽  
Olga Michalak ◽  
Barbara Mikołajczyk ◽  
Wojciech J. Stec
Keyword(s):  
Phosphine Oxide ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Hydroxyl Groups ◽  
Dna Oligomers ◽  
Phase Synthesis ◽  
Complementary Dna ◽  
Dna Analogs ◽  
Dna Strands ◽  
Synthesis Protocol

AbstractTris-(hydroxymethyl)phosphine oxide (THPO) to a certain extent resembles a part of 2′-deoxyribofuranose, although it exists in an acyclic form only and the oxygen atom at the THPO phosphorus center provides additional hydration site or acceptor of hydrogen bonds. After proper protection of hydroxyl groups, THPO was functionalized with nucleobases and converted into phosphoramidite monomers suitable for incorporation into growing oligonucleotide chains within the solid phase synthesis protocol. The resultant THPO-DNA analogs show reduced affinity to complementary DNA strands, and are resistant towards snake venom and calf spleen exonucleases.

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