Ion-tagged synthesis of an oligoribonucleotide pentamer — The continuing versatility of TBDMS chemistry

2007 ◽  
Vol 85 (4) ◽  
pp. 274-282 ◽  
Author(s):  
Robert A Donga ◽  
Tak-Hang Chan ◽  
Masad J Damha

An oligoribonucleotide has been synthesized in solution, using an ionic-liquid-based soluble tag at a scale several hundred times that of a standard solid-phase synthesis approach. Ogilvie's 2′-TBDMS strategy was adopted, and because of the resultant increase in lipophilicity, it allowed an easier purification of the growing oligomer compared with the previously observed for DNA, which does not require 2′ protection. The procedure is illustrated by the synthesis of the pentaribonucleotide sequence AGAUC, corresponding to a segment of the tRNAfMet from E. coli.Key words: solution-phase RNA synthesis, ionic-liquid tag.

1995 ◽  
Vol 413 ◽  
Author(s):  
LeRoy Jones ◽  
James M. Tour

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.


2000 ◽  
Vol 53 (6) ◽  
pp. 457 ◽  
Author(s):  
Wendy A. Loughlin ◽  
Scott A. Knevitt ◽  
Rachel E. Hosking ◽  
Raymond L. Marshall

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.


2015 ◽  
Vol 17 (9) ◽  
pp. 2182-2185 ◽  
Author(s):  
Jordan D. Goodreid ◽  
Eduardo da Silveira dos Santos ◽  
Robert A. Batey

Tetrahedron ◽  
2012 ◽  
Vol 68 (36) ◽  
pp. 7472-7478 ◽  
Author(s):  
Joel Boeglin ◽  
Claire Venin ◽  
Gilles Guichard

2014 ◽  
Vol 908 ◽  
pp. 215-219 ◽  
Author(s):  
Li Ying Mo ◽  
Yan Ling Wu ◽  
Min Rui Liu ◽  
Xing Lai Chen ◽  
Yan Ping Ding ◽  
...  

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.


2009 ◽  
Vol 50 (50) ◽  
pp. 7082-7085 ◽  
Author(s):  
Axel Metzger ◽  
Lan-Ying Qin ◽  
Andrew G. Cole ◽  
Kurt W. Saionz ◽  
Marc-Raleigh Brescia ◽  
...  

ChemInform ◽  
2004 ◽  
Vol 35 (38) ◽  
Author(s):  
Petra Cebasek ◽  
Jernej Wagger ◽  
David Bevk ◽  
Renata Jakse ◽  
Jurij Svete ◽  
...  

Synlett ◽  
2018 ◽  
Vol 29 (10) ◽  
pp. 1346-1350 ◽  
Author(s):  
Luísa Carvalho ◽  
André Sequeira ◽  
Ana Lourenço ◽  
Luísa Ferreira ◽  
Paula Branco ◽  
...  

An efficient solid-phase synthesis approach is here reported for the first time to prepare the EGFR inhibitor Gefitinib. The five-step synthetic strategy used FMP resin as the solid support, and FTIR and colorimetric assays were used to track the reaction’s progress. Gefitinib was obtained with an overall yield of 40%.


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