By Patrick H. Toy, Yulin Lam
Presents either the elemental techniques and the newest functions in solid-phase natural synthesis
With its emphasis on simple innovations, Solid-Phase natural Synthesis courses readers via the entire steps had to layout and practice winning solid-phase natural syntheses. The authors concentrate on the basics of heterogeneous helps within the synthesis of natural molecules, explaining using an outstanding fabric to facilitate natural synthesis. This entire textual content not just provides the basics, but in addition studies the newest learn findings and purposes, providing readers every little thing had to behavior their very own state of the art technology experiments.
Featuring chapters written through top researchers within the box, Solid-Phase natural Synthesis is split into parts:
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Part One, ideas and methods, discusses the linker teams used to connect the synthesis substrate to the cast help, colorimetric assessments to spot the presence of sensible teams, combinatorial synthesis, and diversity-oriented synthesis. Readers will notice how solid-phase synthesis is at the moment used to facilitate the invention of recent molecular performance. the ultimate bankruptcy discusses how utilizing a aid can swap or raise response selectivity.
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Part Two, functions, provides examples of the solid-phase synthesis of varied sessions of natural molecules. Chapters discover common uneven synthesis on a help, innovations for heterocyclic synthesis, and synthesis of radioactive natural molecules, dyes, dendrimers, and oligosaccharides.
Each bankruptcy ends with a collection of conclusions that underscore the main innovations and strategies. References in every one bankruptcy allow readers to enquire any subject in larger depth.
With its presentation of simple strategies in addition to fresh findings and functions, Solid-Phase natural Synthesis is the precise start line for college kids and researchers in natural, medicinal, and combinatorial chemistry who are looking to take complete benefit of present solid-phase synthesis options.
Read Online or Download Solid-Phase Organic Synthesis: Concepts, Strategies, and Applications PDF
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Extra resources for Solid-Phase Organic Synthesis: Concepts, Strategies, and Applications
Sample text
Hydrazones have proven versatile functional groups in organic synthesis. 162 The first use of a hydrazone in the capacity of a linker unit was done by Kamogawa et al. 8),163 and it represents an early example of simple diversity cleavage. Cleavage via simple reduction (NaBH4 or LiAlH4) or elimination (NaOCH2CH2OH) provided alkanes (21) or alkenes (22), respectively, while treatment with potassium cyanide resulted in the corresponding nitriles (23). 8. 8. Multifunctional cleavage from Kamogawa’s hydrazone linker.
For ester-linked substrates, Kurth et al. 76 In related work, Chandrasekhar et al. 2. 2. 2, Entry 14). 2 Cyclorelease Linker Units As described previously, cleavage of substrates from acid and base labile linker units can be readily achieved using mild conditions. However, a significant drawback of such linker units, which has limited their application in more general organic synthesis, is that a common polar functional group is introduced into every target molecule in a compound library during cleavage.
10 L I N K E R S T R A T E G I E S I N M O D E R N SO LI D - P H A S E O R G A N I C S Y N T H E S I S linker unit can be achieved by treating with 50% TFA in DCM with addition of Et3SiH as a scavenger. Other linker units for amines have been developed based on supported aldehydes or diazonium salts. 53,63 The triazene linkage is stable against a range of reaction conditions but can be conveniently cleaved to release functionalized amines upon treatment with 10–50% TFA. Finally, linker units based on common protecting groups for carbonyl groups have also been adapted for use as linker units.