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CAS 39968-33-7

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HOAt

Description:
HOAt, or 1-Hydroxy-7-azabenzotriazole, is a chemical compound recognized for its utility in organic synthesis, particularly as a coupling reagent in peptide synthesis. It features a hydroxyl group and an azabenzotriazole moiety, which contributes to its reactivity. HOAt is known for enhancing the efficiency of amide bond formation by stabilizing the activated intermediates, thus facilitating the coupling of carboxylic acids and amines. The compound is typically used in conjunction with other reagents, such as carbodiimides, to promote the formation of amide bonds under mild conditions. Its solubility in organic solvents makes it versatile for various synthetic applications. Additionally, HOAt is appreciated for its ability to minimize side reactions, leading to higher yields of the desired products. Safety considerations should be taken into account when handling HOAt, as with many chemical reagents, including the use of appropriate personal protective equipment and adherence to safety protocols.
Formula:C5H4N4O
InChI:InChI=1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H
InChI key:InChIKey=FPIRBHDGWMWJEP-UHFFFAOYSA-N
SMILES:ON1C=2C(=CC=CN2)N=N1
Synonyms:
  • 1-Hydroxy-1H-v-triazolo[4,5-b]pyridine
  • 1-Hydroxyl-7-azabenzotriazole
  • 3-Hydroxy-3H-1,2,3-triazolo[4,5-b]pyridine
  • 3-Hydroxytriazolo[4,5-b]pyridine
  • 3H-1,2,3-Triazolo[4,5-b]pyridine, 3-hydroxy-
  • 3H-[1,2,3]-Triazolo[4,5-b]pyridin-3-ol
  • 7-Aza-1-hydroxybenzotriazole
  • Hoat
  • N-Hydroxy-7-azabenzotriazole
  • [1,2,3]Triazolo[4,5-b]pyridin-3-ol
  • 1-Hydroxy-7-azabenzotriazole
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