The description of CDI(1,1'-Carbonyldiimidazole)

CDI(1,1'-Carbonyldiimidazole) can be able accurately by the acknowledgment of phosgene with four equivalents of imidazole beneath anhydrous conditions. Removal of the ancillary product, imidazolium chloride, and bread-and-butter after-effects in the apparent artefact in ~90% yield.
It is a white apparent solid. It is about acclimated for the coupling of amino acids for peptide amalgam and as a reagent in amoebic synthesis.One accepted addendum of this arrangement lies in the transacylation acknowledgment of acids that is answer by CDI. Although the acuteness of CDI is beneath than acerbic chlorides, it is added calmly handled and its reactions accept a added ambit in synthesis.An aboriginal appliance of this blazon of acknowledgment was acclaimed in the accumulation of imidazole peptide (and in accepted carboxylic acid) derivatives (with CO2 accumulation as a active force).In the branch of peptide synthesis, this artefact may be advised with an amino acerbic or peptide ester (or amino acerbic hydrochloride in water) to absolution the imidazole accumulation and brace the peptides. The ancillary products, carbon dioxide and imidazole, are almost innocuous.Racemization of the amino acids aswell tends to be minimal, due to balmy acknowledgment conditions.
CDI(1,1'-Carbonyldiimidazole)can aswell be acclimated for esterification, although alcoholysis requires calefaction or the attendance of a almighty nucleophiles as sodium ethoxide,) and added able bases like NaH. This acknowledgment has about acceptable crop and advanced ambit (though basic the ester from tertiary alcohols if the acerbic reagent has a almost acerb α-proton is troublesome, back C-C condensations can occur, admitting this itself may be a adorable reaction). A agnate acknowledgment involving thiols and selenols can crop the agnate esters. The booze acknowledgment can be acclimated to anatomy glycosidic bonds, as well.
Another accompanying acknowledgment is the acknowledgment of formic acerbic with CDI to anatomy the formylized imidazole. This reagent is a acceptable formylating abettor and can change the unsubstituted imidazole (with accumulation of carbon monoxide) aloft heating.
Yet addition acknowledgment involves the acylation of triphenylalkelynephosphoranes.
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