PyBOP: Difference between revisions

PyBOP
Names
	IUPAC name (Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
	Other names PyBOP
Identifiers
CAS Number	128625-52-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	2006820 ;
ECHA InfoCard	100.125.168
PubChem CID	2724699;
CompTox Dashboard (EPA)	DTXSID40369209 ;
	InChI 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 Key: VIAFLMPQBHAMLI-UHFFFAOYSA-N ; 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;
	SMILES F[P-](F)(F)(F)(F)F.n4nn(O[P+](N1CCCC1)(N2CCCC2)N3CCCC3)c5ccccc45;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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Revision as of 13:27, 24 July 2017

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]

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

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.

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[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.

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[2]

@@ Line 42: / Line 42: @@
 '''PyBOP''' (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate) is a peptide [[Coupling reaction|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]].<ref>{{Cite journal | doi = 10.1016/S0040-4039(00)94371-5 | title = PyBOP®: A new peptide coupling reagent devoid of toxic by-product | year = 1990 | last1 = Coste | first1 = J. | last2 = Le-Nguyen | first2 = D. | last3 = Castro | first3 = B. | journal = Tetrahedron Letters | volume = 31 | issue = 2 | pages = 205}}</ref>
+It has also been used for condensation of d-[[Lysergic_acid|LA]] into d-[[LSD]].<ref>{{Cite journal | title = Novel Condensation of D-LA into D-LSD via PyPOB [sic] | year = 2005 | last = Hardison | first = Casey William | journal = The Entheogen Review | volume = XIV | issue = 1 | pages = 94}}</ref>
 ==See also==