Several reaction samples of protection and deprotection are shown for each groups. You can protect the NH2 group by Di-tert-butyl dicarbonate in presence of base (TEA) and deprotection by 20 % TFA in MDC or 5M dioxane in HCl (tirring at RT). If R contains NH 2, OH, SH, COOH or other reactive functionalities Review: Albericio et al., Chem. Select a protective group to get the conditions needed to install/remove the group. 1.
Protection (and Deprotection) of Functional Groups in Organic Synthesis by Heterogeneous Catalysis. Rev., 2009, 109, 2455 2. α‐Amine PGs Most common Introduction Fmoc‐Cl Boc 2 O Removal Piperidine TFA Stable Acidic conditions, Hydrogenation Basic conditions, Hydrogenation Orthogonal Boc, Z, Trt, Alloc Fmoc, Z, Trt, Alloc 3.
1:56 PM 4. Conceptualization Chemoselectivity Regioselectivity which functional where it will react group will react Which functional group reacts first Reaction condition and Reagents How to react the less reactive group first React both then un-react one 11/13/2016 niper_H 2 Protecting groups and deprotection- -OH, -COOH, C=O, -NH2 groups. • Which groups need protection? Protecting groups. Giovanni Sartori , Roberto Ballini, Franca Bigi, Giovanna Bosica, Raimondo Maggi, and ; Paolo Righi; View Author Information. 23.13: Protection of Amino Groups in Synthesis Last updated; Save as PDF Page ID 22348; 23-13A Protonation; 23-13B Alkylation ; 23-13C Acylation; 23-13D Sulfonylation; Contributors; We have mentioned previously that it may be difficult to ensure selective chemical reaction at one functional group when other functional groups are present in the same molecule.
A protecting group (PG) is a molecular framework that is introduced onto a specific functional group (FG) in a poly-functional molecule to block its reactivity under reaction conditions needed to make modifications elsewhere in the molecule.
Protection of Aldehyde, Ketone . T. W. Green, P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley-Interscience, New York, 1999, 503-507, 736-739. All of theses reactions are taken from our synthesis database and the list is continually growing.
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