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12804 Aldrich

HBTU

≥98.0% (T)

Synonym: N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate, O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

  • CAS Number 94790-37-1

  • Empirical Formula (Hill Notation) C11H16F6N5OP

  • Molecular Weight 379.24

  •  Beilstein Registry Number 7328329

  •  EC Number 423-020-5

  •  MDL number MFCD00075445

  •  PubChem Substance ID 24847817

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling,
InChI Key   UQYZFNUUOSSNKT-UHFFFAOYSA-N
assay   ≥98.0% (T)
mp   200 °C (dec.)(lit.)
solubility   acetonitrile: soluble0.1 g/mL, clear
storage temp.   2-8°C

Description

Application

Recent studies show that crystal as well as solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound; Coupling reagent for peptide synthesis; advantages are: very low racemization, simple reaction conditions, very short reaction time, and high yields.

Packaging

1, 5, 25 g in glass bottle

Price and Availability

Suggested Laboratory Gloves


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Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

COMU—Safer and More Efficient Peptide Coupling Reagent

Proteins and peptides are ubiquitous in all living systems. The chemical synthesis of peptidic structures for scientific research or drug discovery relies heavily on efficient coupling reagents. This...
Dr. Matthias Junkers
Aldrich Chemfiles, 2010 Volume 10 Article 1
Keywords: Calorimetry, Coupling reactions, Drug discovery, Epimerizations, Methods, Microwave synthesis, Peptide synthesis, Protocols, Racemizations, Reductions, Search, Sequences, Solid phase peptide synthesis, Solvents

Uronium and Guanidinium Salts

The special need of SPPS for rapid and highly efficient coupling reagents led to the development of several new reagents starting from BOP (Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluo...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 9.
Keywords: Condensations, Cyclizations, Peptide synthesis, Racemizations, Solid phase peptide synthesis, Substitutions, Type

Related Content

COMU – Safer and More Efficient Peptide Coupling Reagent

Peptide synthesis relies heavily on efficient and reliable coupling reagents. A low tendency for racemization is a key requirement. This is especially true for solid phase peptide synthesis—quantitat...
Keywords: Building blocks, Calorimetry, Catalog, Condensations, Coupling reactions, Epimerizations, Methods, PEGylations, Peptide synthesis, Protocols, Racemizations, Search, Solid phase peptide synthesis, Solvents, Tools

Indoles, Purines, and Their Isosteres

Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

Peer-Reviewed Papers
15

References

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