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8.51088

Sigma-Aldrich

TOTU

Novabiochem®

Synonym(s):

TOTU, O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,NÆ,NÆ-tetramethyluronium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C10H17BF4N4O3
CAS Number:
Molecular Weight:
328.07
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.22

Quality Level

product line

Novabiochem®

Assay

≥99.0% (HPLC)

form

powder

potency

500-650 mg/kg LD50, oral (Rat)

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

142-148 °C

application(s)

peptide synthesis

storage temp.

2-8°C

InChI

1S/C10H17N4O3.BF4/c1-6-16-9(15)8(7-11)12-17-10(13(2)3)14(4)5;2-1(3,4)5/h6H2,1-5H3;/q+1;-1

InChI key

FPQVGDGSRVMNMR-UHFFFAOYSA-N

General description

TOTU is an excellent alternative to HOBt-based coupling reagents such as HBTU and TBTU. It has high reactivity and is likely to have low allergenicity and low explosivity. The by-products of using this coupling reagent are water-soluble, making it an ideal choice for solution phase coupling reactions.

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents


Literature references

[1] G. Breipohl & W. Koenig, US patent 5166394.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): conforms
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clear soluble

Legal Information

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Articles

Novabiochem® offers a large number of coupling reagents for in situ activation. In situ activating reagents are easy to use, fast reacting – even with sterically hindered amino acids, and their use is generally free of side reactions.

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

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