scholarly journals Acid-mediated N-iodosuccinimide-based thioglycoside activation for the automated solution-phase synthesis of α-1,2-linked-rhamnopyranosides

2019 ◽  
Vol 91 (7) ◽  
pp. 1243-1255 ◽  
Author(s):  
Victoria R. Kohout ◽  
Alyssa L. Pirinelli ◽  
Nicola L. B. Pohl
Keyword(s):  
Solid Phase ◽  
Solution Phase ◽  
Phase Extraction ◽  
Phase Synthesis ◽  
Extraction Step ◽  
Solution Phase Synthesis ◽  
Single Coupling ◽  
Activation Conditions ◽  
Glycosylation Reaction ◽  
Solid Phase Extraction Step

Abstract Carbohydrate structures are often complex. Unfortunately, synthesis of the range of sugar combinations precludes the use of a single coupling protocol or set of reagents. Adapting known, reliable bench-chemistry reactions to work via automation will help forward the goal of synthesizing a broad range of glycans. Herein, the preparation of di- and tri-saccharides of alpha 1→2 rhamnan fragments is demonstrated using thioglycoside donors with the development for a solution-phase-based automation platform of commonly used activation conditions using N-iodosuccinimide (NIS) with trimethylsilyl triflate. Byproducts of the glycosylation reaction are shown to be compatible with hydrazine-based deprotection conditions, lending broader functionality to this method as only one fluorous-solid-phase extraction step per coupling/deprotection cycle is required.

Solid-Phase Synthesis of Potential Molecular Wires. Attachment of Molecular Alligator Clips

1995 ◽  
Vol 413 ◽  
Author(s):  
LeRoy Jones ◽  
James M. Tour
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Electronic Devices ◽  
Molecular Wires ◽  
Solution Phase ◽  
Molecular Electronic ◽  
Phase Synthesis ◽  
Solution Phase Synthesis ◽  
End Groups ◽  
Convergent Approach

ABSTRACTDescribed is the solid-phase and solution-phase synthesis of oligo(2-dodecylphenyleneethynylene) s via an iterative divergent/convergent approach. Synthesized were the monomer, dimer, tetramer, octamer and 16-mer of the oligo(2-dodecylphenylene-thynylene)s. The synthetic protocol for the synthesis and attachment of protected thiol-containing end groups is also described which may serve as molecular alligator clips for adhesion to gold surfaces. These oligomers may act as molecular wires in molecular electronic devices.

Approaches to the High-Throughput Synthesis of Analogues of Dihydroaeruginoic Acid

2000 ◽  
Vol 53 (6) ◽  
pp. 457 ◽  
Author(s):  
Wendy A. Loughlin ◽  
Scott A. Knevitt ◽  
Rachel E. Hosking ◽  
Raymond L. Marshall
Keyword(s):  
High Throughput ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solution Phase ◽  
Phase Synthesis ◽  
Solution Phase Synthesis

A solution-phase synthesis of dihydroaeruginoic acid (1) was identified for its application towards the high-throughput synthesis of analogues of dihydroaeruginoic acid (1). Development of a solid-phase synthesis of dihydroaeruginoic acid (1) was examined. Simple analogues (11a–f) of dihydroaeruginoic acid (1) were obtained by using solution-phase high-throughput synthesis.

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.

Parallel Solution-Phase Synthesis of (Z)-3-(Arylamino)-2,3-dehydroalanine Derivatives and Solid-Phase Synthesis of Fused Pyrimidones.

ChemInform ◽  
2004 ◽  
Vol 35 (38) ◽  
Author(s):  
Petra Cebasek ◽  
Jernej Wagger ◽  
David Bevk ◽  
Renata Jakse ◽  
Jurij Svete ◽  
...  
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solution Phase ◽  
Phase Synthesis ◽  
Parallel Solution ◽  
Solution Phase Synthesis
Sign in / Sign up

Export Citation Format

Share Document