8.51008

TBTU

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

• Synonym(s): TBTU, 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate
• Empirical Formula (Hill Notation): C₁₁H₁₆BF₄N₅O
• CAS Number: 125700-67-6
• Molecular Weight: 321.08
• MDL number: MFCD00077413
• UNSPSC Code: 12352107
• EC Index Number: 423-040-4
• NACRES: NA.22

Properties

• 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
• 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

Description

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).

Linkage

Replaces: 01-62-0015

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 %

Legal Information

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

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H228 - H317
• Precautionary Statements: P210 - P240 - P241 - P261 - P280 - P302 + P352
• Hazard Classifications: Flam. Sol. 1 - Skin Sens. 1A
• Storage Class Code: 4.1A - Other explosive hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable