PyBOP

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 ;
PubChem CID	2724699;
UNII	Y6KQR4GY6T ;
	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
Main hazards	Irritant
GHS pictograms
GHS Signal word	Warning
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

PyBOP (benzotriazol-1-yloxytripyrrolidinophosphonium 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.^[3]

References

↑ Sigma-Aldrich Co., product no. {{{id}}}.
↑ GHS: Sigma-Aldrich377848
↑ 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.

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[Sigma-1] Sigma-Aldrich Co., product no. {{{id}}}.

[2] GHS: Sigma-Aldrich377848

[3] 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.

[3]

PyBOP

Topic: Chemistry

See also

References