PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate) is a reagent used to prepare
amides from
carboxylic acids
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl ...
and
amines in the context of
peptide synthesis. It can be prepared from
1-hydroxybenzotriazole and a
chlorophosphonium reagent under basic conditions. It is a substitute for the
BOP reagent that avoids the formation of the
carcinogenic
A carcinogen () is any agent that promotes the development of cancer. Carcinogens can include synthetic chemicals, naturally occurring substances, physical agents such as ionizing and non-ionizing radiation, and Biological agent, biologic agent ...
waste product
HMPA. Thermal hazard analysis by
differential scanning calorimetry (DSC) shows PyBOP is potentially explosive.
See also
*
BOP reagent
*
DEPBT, a related reagent that contains no phosphorus-nitrogen bonds
*
HATU
*
HBTU
References
Hexafluorophosphates
Peptide coupling reagents
Benzotriazoles
1-Pyrrolidinyl compounds
Biochemistry
Biochemistry methods
Reagents for biochemistry
Quaternary phosphonium compounds
Organophosphorus compounds
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