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CS-W001157 4
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Tert-butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate

  • CAS No. 1171897-39-4

  • Cat. No. CS-0174320
  • Purity≥95%
  • MDL No.None
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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

Tert-butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate|CS-0174320

Structure of 1171897-39-4

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Description

Tert-butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate is a bench-stable boronate ester featuring a pyridine scaffold with a protected amine. This derivative enables direct coupling in Suzuki-Miyaura reactions without catalyst poisoning, streamlining access to functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

Tert-butyl (5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)carbamate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The protected pyridylborane functionality enables efficient C–C bond formation under mild conditions, offering excellent bench stability, functional group tolerance, and straightforward purification. It functions as a key intermediate in the synthesis of substituted pyridine derivatives, including those found in pharmaceutical scaffolds and agrochemicals.

General Information

  • CAS No. 1171897-39-4
  • Cat. No. CS-0174320
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₅BN₂O₄
  • Molecular Weight 320.19
  • Synonym(s) tert-butyl N-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridyl]carbamate
  • SMILES CC(OC(NC1=CN=CC(B2OC(C(O2)(C)C)(C)C)=C1)=O)(C)C

Computational Chemistry Data

  • TPSA   69.68
  • LogP   2.7278
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

Safety Information

Download SDS
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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