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12804

Sigma-Aldrich

HBTU

≥98.0% (T)

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Synonym(s):
N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate, O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate
Empirical Formula (Hill Notation):
C11H16F6N5OP
CAS Number:
Molecular Weight:
379.24
Beilstein/REAXYS Number:
7328329
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (T)

form

solid

reaction suitability

reaction type: Coupling Reactions

mp

200 °C (dec.) (lit.)

solubility

acetonitrile: 0.1 g/mL, clear

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)C(\On1nnc2ccccc12)=[N+](/C)C

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

InChI key

UQYZFNUUOSSNKT-UHFFFAOYSA-N

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This Item
1280685971M043100
HBTU ≥98.0% (T)

12804

HBTU

assay

≥98.0% (T)

assay

≥97.0% (N)

assay

≥98.0% (CHN)

assay

≥97% (31P-NMR), ≥97.0% (reversed phase HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

solubility

acetonitrile: 0.1 g/mL, clear

solubility

acetonitrile: 0.1 g/mL, clear, colorless

solubility

acetonitrile: 0.1 g/mL, clear

solubility

-

mp

200 °C (dec.) (lit.)

mp

205 °C (dec.) (lit.)

mp

143-153 °C

mp

-

General description

HBTU is a peptide coupling agent used in Fmoc-based solid-phase peptide synthesis.

Application

HBTU is a peptide coupling agent for peptide synthesis. It has also been used in standard Fmoc-based solid-phase peptide synthesis (SPPS) protocol.
Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Coupling reagent for peptide synthesis; advantages are: very low racemization, simple reaction conditions, very short reaction time, and high yields.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1A

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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