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7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine

  • CAS No. 1515866-60-0

  • Cat. No. CS-0102103
  • Purity≥97%
  • MDL No.MFCD22201107

*For research and further manufacturing use only, not for direct human use.

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine|CS-0102103

Structure of 1515866-60-0

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General Information

  • CAS No. 1515866-60-0
  • Cat. No. CS-0102103
  • Purity ≥97%
  • MDL No. MFCD22201107
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BN₂O₃
  • Molecular Weight 262.11
  • Synonym(s) 7-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine
  • SMILES CC1(C(C)(OB(O1)C2=CN=C3OCCNC3=C2)C)C

Description

This boronate-functionalized pyridooxazine integrates seamlessly into Suzuki-Miyaura coupling reactions, offering enhanced stability and predictable reactivity under standard conditions. The tetramethylborolane moiety enables efficient cross-coupling, while the dihydrooxazine scaffold provides a rigid, electron-rich platform for downstream derivatization in medicinal chemistry and materials synthesis.

Application

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stable tetramethylboronate group enables efficient C–C bond formation under mild conditions, with excellent functional group tolerance and bench stability. The dihydrooxazine core provides a rigid, polar scaffold suitable for medicinal chemistry applications, facilitating the construction of complex heterocyclic architectures in drug discovery workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   52.61
  • LogP   1.1851
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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