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8.51008

TBTU

≥98.0% (HPLC), for peptide synthesis, Novabiochem®

Synonym(s):

TBTU, 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C11H16BF4N5O
CAS Number:
125700-67-6
Molecular Weight:
321.08
UNSPSC Code:
12352107
EC Index Number:
423-040-4
NACRES:
NA.22
MDL number:
MFCD00077413
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Product Name

TBTU, 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate Novabiochem®

Quality Level

200

product line

Novabiochem®

assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

195-199 °C (decomposes)

application(s)

peptide synthesis

storage temp.

15-25°C

SMILES string

[B+3].[F-].[F-].[F-].[F-].[N+](=C(N(C)C)O[n]1nnc2c1cccc2)(C)C

InChI

1S/C11H16N5O.B.4FH/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;;;;;/h5-8H,1-4H3;;4*1H/q+1;+3;;;;/p-4

InChI key

SHGLJDNRZIDILW-UHFFFAOYSA-J

General description

See entry for HBTU (851006). TBTU has been employed to generate 1,2,4-oxadiazoles from carboxylic acids [1].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

[1] R. F. Poulain, et al. (2001) Tetrahedron Lett., 42, 1495.

Application


  • Synthesis of phospho-urodilatin by combination of global phosphorylation with the segment coupling approach.: This research focuses on the synthesis of phospho-urodilatin, demonstrating the effectiveness of TBTU as a coupling reagent in segment coupling strategies for peptide synthesis (Mostafavi et al., 1996).

  • Effect of tertiary amine on the carbodiimide-mediated peptide synthesis.: The study investigates the impact of tertiary amines on carbodiimide-mediated peptide synthesis, highlighting the role of TBTU in enhancing peptide coupling efficiency (Beyermann et al., 1991).

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Loss on drying: ≤ 0.5 %
Water (K. F.): ≤ 0.5 %

Other Notes

Replaces: 01-62-0015

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Flam. Sol. 1 - Skin Sens. 1A

Storage Class

4.1A - Other explosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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