Diisopropylethylamine Dipea
Diisopropylethylamine Dipea - Related Videos
09:42
Solid Phase Synthesis
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2023
Source: Vy M. Dong and Diane Le, Department of Chemistry, University of California, Irvine, CA Merrifield's solid-phase synthesis is a Nobel Prize winning invention where a reactant molecule is bound on a solid support and undergoes successive chemical reactions to form a desired compound. When the molecules are bound to a solid support, excess reagents and byproducts can be removed by washing away the impurities, while the target compound remains bound to the resin. Specifically, we will...
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Development of a Backbone Cyclic Peptide Library as Potential Antiparasitic Therapeutics Using Microwave Irradiation
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Cited by 10 •
2016
A simple and general method for the synthesis of cyclic peptides using microwave irradiation is outlined. This procedure enables the synthesis of backbone cyclic peptides with a collection of different conformations while retaining the side chains and the pharmacophoric moieties., and therefore, allows to screen for the bioactive conformation.
09:26
Synthesis and Characterization of Supramolecular Colloids
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Cited by 3 •
2016
A protocol for the synthesis and characterization of colloids coated with supramolecular moieties is described. These supramolecular colloids undergo self-assembly upon the activation of the hydrogen-bonds between the surface-anchored molecules by UV-light.
12:02
An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity
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Cited by 8 •
2016
A protocol to synthesize peptoids with mixed cationic functionality in the same sequence is presented (lysine- and arginine-type monomers). Subsequent testing of these compounds against Leishmania mexicana, the protozoan parasites that cause cutaneous leishmaniasis, is also described.
11:44
Synthesis and Mass Spectrometry Analysis of Oligo-peptoids
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Cited by 6 •
2018
A protocol is described for the manual synthesis of oligo-peptoids followed by sequence analysis by mass spectrometry.
FAQs
DIPEA uses the lone pair on its nitrogen atom to accept a proton, forming a protonated amine. In reactions that release hydrogen chloride, this proton-transfer process removes the acidic byproduct from the reaction mixture. Maintaining less acidic conditions can support continued bond formation and reduce interference from accumulated acid during synthesis.
The two bulky isopropyl groups and ethyl group surrounding the nitrogen make it difficult for DIPEA to approach and attack electrophilic substrates. Its reduced tendency toward direct substitution allows it to function mainly as a proton acceptor rather than as a competing nucleophile. This selectivity helps limit unwanted substitution during bond-forming transformations.
By accepting protons, DIPEA can help maintain reaction conditions that favor reagent activation and product formation. This is important when a synthetic transformation generates acid as it proceeds, because acid accumulation may disrupt the intended chemistry. Its contribution therefore combines acid neutralization with support for productive reaction progress, rather than serving only as a passive additive.
A strongly nucleophilic base can participate directly in substitution or other side reactions with an electrophile. DIPEA is selected when proton acceptance is needed but such direct attack should be minimized. Its steric bulk limits access to reactive centers, giving chemists a base that can neutralize acids while reducing competition with the desired transformation.
In these transformations, DIPEA is used alongside the reactants and other reaction components as a base. It accepts protons and can neutralize hydrogen chloride generated during bond formation, while its hindered structure reduces unwanted nucleophilic substitution. The same function makes it relevant across acylation, alkylation, and peptide-coupling workflows in organic synthesis.
The base can perform its proton-accepting and acid-neutralizing role in reaction mixtures whether the synthetic components remain dissolved or are attached to a solid support. This compatibility extends its use across different preparation formats. In both settings, DIPEA helps sustain bond-forming chemistry while limiting competing attack on electrophilic substrates.