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| 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 |  |
| 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) |
| Chemical Properties | White crystalline to off-white powder | | Uses | HATU is a peptide coupling reagent. | | Uses | HATU 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. | | Uses | 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%). 
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| | HATU Preparation Products And Raw materials |
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