PyBOP
Appearance
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Names | |
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IUPAC name
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
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Other names
PyBOP
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.125.168 |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C18H28F6N6OP2 | |
Molar mass | 520.401 g·mol−1 |
Appearance | White crystals |
Melting point | 150 °C (302 °F; 423 K) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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Irritant |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 - avoiding the formation of the carcinogenic waste product HMPA.[1]
It has also been used for the licit and illicit production of LSD from lysergic acid and diethylmethylamine [2]
See also
- BOP reagent
- DEPBT, a related reagent that contains no phosphorus-nitrogen bonds
- HATU
- HBTU
References
- ^ 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.
- ^ Hardison, Casey William (2005). "Novel Condensation of D-LA into D-LSD via PyPOB [sic]". The Entheogen Review. XIV (1): 94.