Large-Scale Applications of Amide Coupling Reagents for the …
2015年11月15日 · This review showcases various coupling reagents which have been implemented specifically for large-scale amide synthesis via the condensation of an acid and amine, while highlighting the benefits and drawbacks of each reagent on an industrial scale.
Amide bond formation: beyond the myth of coupling reagents
Amide bond formation is a fundamentally important reaction in organic synthesis, and is typically mediated by one of a myriad of so-called coupling reagents. This critical review is focussed on the most recently developed coupling reagents with particular attention paid to the pros and cons of the plethora of “acro.
Coupling Reagents - AAPPTEC
Dicyclohexylcarbodiimide (DCC) and diisopropylcarbodiimide (DIC) are commonly used to prepare amides, esters and acid anhydrides from carboxylic acids. These reagents can also convert primary amides to nitriles, which can be useful in organic synthesis but is a troublesome side reaction of asparagine and glutamine residues in peptide synthesis ...
Amide synthesis by acylation - Organic Chemistry Portal
Ynamides as novel coupling reagents enable a highly efficient, two-step, one-pot synthetic strategy for amides and peptides under extremely mild reaction conditions. Importantly, no racemization was detected during the activation of chiral carboxylic acids.
Peptide Coupling Reagents, More than a Letter Soup
2011年8月26日 · Elevating 1-tert-Butyl-3-ethylcarbodiimide (TBEC) as a Reagent for Sustainable Peptide Synthesis: Quality Assessment and Minimizing Racemization, Precipitation, and Radical-Induced Side Reactions by TBEC/Oxyma Couplings in an Environmentally Sensible Solvent.
Large-Scale Amidations in Process Chemistry: Practical …
2022年6月7日 · This review describes the practical aspects involved in the implementation of large-scale amidations in process chemistry. Coupling reagent, base, additive, and solvent selections are critically analyzed to highlight their pros and cons.
Development and Applications of an Amide Linchpin Reagent
2024年11月22日 · Linchpin reagents are building blocks that can be chemoselectively functionalized to afford products with a common, useful functional group. In this work, we describe the development and validation of the first amide linchpin reagent and demonstrate its use as a doubly electrophilic building block for the synthesis of a variety of amides, including …
Efficient synthesis of primary and secondary amides via reacting …
2021年10月13日 · We report here a facile synthesis method of primary and secondary amides through a direct amidation of esters with sodium amidoboranes (NaNHRBH3, R = H, Me), at room temperature without using...
Synthesis of amide derivatives for electron deficient amines and ...
Amide coupling of aniline derivatives has been investigated with a number of reagents under a variety of reaction conditions. The use of 1 equivalent of EDC and 1 equivalent of DMAP, catalytic amount of HOBt and DIPEA provided the best results.
A map of the amine–carboxylic acid coupling system | Nature
2020年4月1日 · The amide coupling is a robust and popular reaction used frequently in chemical synthesis. The transformation couples an amine (1) and a carboxylic acid (2) to form an amide (3) (Fig. 1a).