Open main menu

Wikipedia β

PyBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate) is a peptide coupling reagent used in solid phase peptide synthesis. It is used as a substitute for the BOP reagent, thus avoiding the formation of the carcinogenic side product HMPA.[1]

PyBOP
PyBOP.svg
Ball-and-stick model of the component ions of PyBOP
Names
IUPAC name
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
Other names
PyBOP
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.125.168
Properties
C18H28F6N6OP2
Molar mass 520.40 g·mol−1
Appearance White crystals
Melting point 150 °C (302 °F; 423 K)
Hazards
Main hazards Irritant
R-phrases (outdated) R36/37/38
S-phrases (outdated) S26-S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

It has also been used for condensation of d-LA into d-LSD.[2]

See alsoEdit

ReferencesEdit

  1. ^ Coste, J.; Le-Nguyen, D.; Castro, B. (1990). "PyBOP®: A new peptide coupling reagent devoid of toxic by-product". Tetrahedron Letters. 31 (2): 205. doi:10.1016/S0040-4039(00)94371-5. 
  2. ^ Hardison, Casey William (2005). "Novel Condensation of D-LA into D-LSD via PyPOB [sic]". The Entheogen Review. XIV (1): 94.