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PyBOP

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This is an old revision of this page, as edited by 129.82.54.194 (talk) at 22:29, 10 September 2019 (Removing comment about the synthesis of illegal drugs, as the only source cited is primary research, and it is not at all clear why this use of PyBOP is notable anyway.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
PyBOP
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 Edit this at Wikidata
  • InChI=1S/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1 checkY
    Key: VIAFLMPQBHAMLI-UHFFFAOYSA-N checkY
  • InChI=1/C18H28N6OP.F6P/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1
    Key: VIAFLMPQBHAMLI-UHFFFAOYAY
  • F[P-](F)(F)(F)(F)F.n4nn(O[P+](N1CCCC1)(N2CCCC2)N3CCCC3)c5ccccc45
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
Irritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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]

See also

References

  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.