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Benzyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate

  • CAS No. 1643573-74-3

  • Cat. No. CS-0049824
  • Purity≥97%
  • MDL No.None

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

Benzyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate|CS-0049824

Structure of 1643573-74-3

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General Information

  • CAS No. 1643573-74-3
  • Cat. No. CS-0049824
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₆BNO₄
  • Molecular Weight 343.23
  • Synonym(s) Benzyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
  • SMILES CC1(C)OB(OC1(C)C)C1=CCCN(C1)C(=O)OCC1=CC=CC=C1

Description

Benzyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate is a bench-stable boronate ester featuring a tetrahydropyridine scaffold. This reagent integrates readily into Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The pendant benzyl ester group facilitates selective derivatization and purification.

Application

Benzyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydropyridine core enables access to biologically relevant heterocyclic scaffolds, while the Bpin group offers excellent functional group tolerance and compatibility with diverse reaction conditions. Its robustness facilitates straightforward purification and reliable coupling across standard synthetic 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   48
  • LogP   3.5867
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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