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8.51088

Sigma-Aldrich

TOTU

Novabiochem®

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Synonym(s):
TOTU, O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,NÆ,NÆ-tetramethyluronium tetrafluoroborate
Empirical Formula (Hill Notation):
C10H17BF4N4O3
CAS Number:
Molecular Weight:
328.07
MDL number:

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

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8.510128.512068.51008
vibrant-m

8.51088

TOTU

vibrant-m

8.51012

HCTU

vibrant-m

8.51206

TSTU

vibrant-m

8.51008

TBTU

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

15-25°C

mp

142-148 °C

mp

>185 °C

mp

195-200 °C

mp

195-199 °C (decomposes)

form

powder

form

powder

form

powder or crystals

form

powder

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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