HBTU

HBTU

Names
IUPAC name 3-[Bis(dimethylamino)methyliumyl]-3H-benzotriazol-1-oxide hexafluorophosphate
Other names HBTU
Identifiers
CAS Number	94790-37-1
ChemSpider	2014894
Jmol interactive 3D	Image
PubChem	2733084
InChI InChI=1S/C11H16N5O.F6P/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1 Key: UQYZFNUUOSSNKT-UHFFFAOYSA-N
SMILES CN(C)C(=[N+](C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F
Properties
Chemical formula	C11H16F6N5OP
Molar mass	379.25 g·mol^−1
Appearance	White crystals
Melting point	200 °C (392 °F; 473 K)
Hazards
Main hazards	Irritant
R-phrases	R36/37/38-R42/43
S-phrases	S22-S26-S36/37/39
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

HBTU (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate) is a coupling reagent used in solid phase peptide synthesis. It was introduced in 1978 and shows resistance against racemization.^[1] It is used because of its mild activating properties.^[2]

See also

• HATU
• BOP reagent
• PyBOP
• PyAOP reagent

References

1. Knorr, R.; Trzeciak, A.; Bannwarth, W.; Gillessen, D. (1989). "New coupling reagents in peptide chemistry". Tetrahedron Letters 30 (15): 1927–1930. doi:10.1016/S0040-4039(00)99616-3.
2. Solange, A. (1992). "HBTU: a mild activating agent of muramic acid". Bioorganic & Medicinal Chemistry Letters 2 (6): 571–574. doi:10.1016/S0960-894X(01)81199-9.