HATU
HATU Basic information
- Product Name:
- HATU
- Synonyms:
-
- 2-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
- HATU >=98.0% (CHN)
- 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate, ChemDoseTM tablets
- O-(7-AZABENZOTRIAZOL-1-YL)URONIUM HEXAFLUORO-PHOSPHATE
- O-(7-AZABENZOTRIAZOLE-1-YL)-N, N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
- O-(7-AZABENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
- O-(7-AZABENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE
- N,N,N',N'-TETRAMETHYL-O-(7-AZABENZOTRIAZOL-1-YL)URONIUM HEXAFLUOROPHOSPATE
- CAS:
- 148893-10-1
- MF:
- C10H15F6N6OP
- MW:
- 380.24
- EINECS:
- 604-662-7
- Product Categories:
-
- peptides
- carboxylic ester
- Coupling Reagent
- Peptide Coupling Reagents
- Miscellaneous Reagents
- HATU
- Peptide coupling agents
- Pharmaceutical Intermediates
- Amino Acid Derivatives
- PROTECTED AMINO ACID & PEPTIDES
- Peptide
- intermediate
- 148893-10-1
- Mol File:
- 148893-10-1.mol
HATU Chemical Properties
- Melting point:
- 183-188 °C (dec.)
- RTECS
- XZ5633000
- storage temp.
- 2-8°C
- solubility
- >16mg/mL in DMSO
- form
- powder to crystaline
- color
- White to Almost white
- Water Solubility
- Soluble in acetonitrile. Insoluble in water.
- InChI
- InChI=1S/C10H15N6O.F6P/c1-13(2)10(14(3)4)15-8-6-5-7-11-9(8)16(17)12-15;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
- InChIKey
- KZAWCZZRROLLDL-UHFFFAOYSA-N
- SMILES
- [P+5]([F-])([F-])([F-])([F-])([F-])[F-].C(=[N+]1/N=N(=O)C2=NC=CC=C/12)(\N(C)C)/N(C)C
- CAS DataBase Reference
- 148893-10-1(CAS DataBase Reference)
- EPA Substance Registry System
- 1H-1,2,3-Triazolo[4,5-b]pyridinium, 1-[bis(dimethylamino)methylene]-, hexafluorophosphate(1-), 3-oxide (148893-10-1)
Safety Information
- Hazard Codes
- Xi,Xn,E
- Risk Statements
- 36/37/38-20/21/22-2
- Safety Statements
- 26-37/39-36/37-36-35
- RIDADR
- 1325
- WGK Germany
- 3
- F
- 10-21
- HazardClass
- 4.1
- PackingGroup
- Ⅱ
- HS Code
- 29339999
MSDS
- Language:English Provider:SigmaAldrich
HATU Usage And Synthesis
Description
HATU, first prepared by Louis A. Carpino in 1993, is widely used in carboxylic acid amidation reactions. It acts as a facilitator of amide bond generation by activating the carboxyl group.
Chemical Properties
White crystalline to off-white powder
Uses
HATU[148893-10-1] is a coupling reagent and used as an additive in peptide synthesis. It is also involved efficiently to speed up the coupling process and reduces the loss of chiral integrity.
Reagent for: Synthesis of Aurora A kinase inhibitors, HPLC assay to determine D- and L- acid enantiomers in human plasma, Amide bond formation reactions.
Catalyst for: Selective acylation, Selecocyclization-oxidation deselenation sequence.
Synthesis
The synthesis of HATU is as follows:The resulting residue treated with 2-Methoxycarbonylamino-3-methyl-butyric acid (60 mg, 0.343 mmol) and HATU (130 mg, 0.343 mmol), suspended in DMF (3 mL) and cooled to 0° C. DIPEA (0.272 mL, 1.56 mmol) was added dropwise. After stirring for 4 h, NaOH (5M in H2O, 0.300 mL, 1.5 mmol) was added. This mixture was stirred for 3 h then diluted with EtOAc and washed with 1 M LiOH (2*) then brine. The organic phase was dried over MgSO4, filtered and concentrated. The crude residue was then purified by HPLC to afford the title compound (53 mg, 44%).
HATUSupplier
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- 0512-68417696 13962195629
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- 0575-87095566 18067860628
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- 13365408000
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- 021-60455363 18019463053
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- Tel
- 0510-83583050 13771062561
- willsun@peptide-search.com
HATU(148893-10-1)Related Product Information
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- Potassium hexafluorophosphate
- Lithium hexafluorophosphate
- Ribavirin
- 1,2,4-Triazole
- 5-Methyl-1H-benzotriazole
- Hexafluorophosphoric acid
- 1H-Benzotriazole
- HBTU
- N-Benzyl-DL-serine Methyl Ester
- Dess-Martin periodinane
- 3-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
- N-Bromosuccinimide
- AM2201
- Ethyl (R)-(-)-4-cyano-3-hydroxybutyate
- Nitrogen
- Azobenzene
- HOAt