Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

37345

Sigma-Aldrich

O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

≥95.0% (HPLC)

Synonym(s):

N,N,N′,N′-Tetramethyl-O-(3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl)uronium tetrafluoroborate, O-(4-Oxo-1,2,3-benzotriazin-3(4H)-yl)-N,N,N′,N′,-tetramethyluronium tetrafluoroborate, TDBTU

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H16BF4N5O2
CAS Number:
125700-69-8
Molecular Weight:
349.09
MDL number:
MFCD00077730
UNSPSC Code:
12352100
PubChem Substance ID:
57649719
Pricing and availability is not currently available.

Assay

≥95.0% (HPLC)

form

solid

solubility

acetonitrile: 0.1 g/mL, clear

storage temp.

2-8°C

SMILES string

F[B-](F)(F)F.CN(C)\C(ON1N=Nc2ccccc2C1=O)=[N+](\C)C

InChI

1S/C12H16N5O2.BF4/c1-15(2)12(16(3)4)19-17-11(18)9-7-5-6-8-10(9)13-14-17;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1

InChI key

FOBCPCIJLQTYBT-UHFFFAOYSA-N

Application

O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (2-(3,4-dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate, TBTU) may be used as:
  • coupling reagent in the synthesis of macrocyclic polyamine derivatives with various length of linkers[1]
  • condensation reagent in the large-scale preparation of the hematoregulatory nonapeptide (Glp-Glu-Asp)2-DAS-(Lys)2 (2,SK&F 107647)[2]
  • coupling reagent for peptide synthesis which best suppresses racemization during fragment condensation[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1A

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBC3961V
BCBC3961

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Convergent and sequential synthesis of dendritic, multivalent complexing agents.
Liu C, et al.
Synthesis, 10, 1398-1406 (2002)
J Hiebl et al.
The journal of peptide research : official journal of the American Peptide Society, 54(1), 54-65 (1999-08-17)
Linear and convergent routes for the large-scale preparation of the hematoregulatory nonapeptide (Glp-Glu-Asp)2-DAS-(Lys)2 (2, SK&F 107647) were investigated. A convergent approach ('3 + 2'-route employing Boc-and benzyl ester protecting groups) was selected for the preparation of multihundred-gram quantities of 2.
Knorr, R, et al.
Tetrahedron Letters, 30, 1927-1927 (1989)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service