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tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinoline-1(2H)-carboxylate

  • CAS No. 1912446-60-6

  • Cat. No. CS-0040981
  • Purity≥97%
  • MDL No.MFCD11858571
  • HazMat Fee +

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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.

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

tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinoline-1(2H)-carboxylate|CS-0040981

Structure of 1912446-60-6

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Description

tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinoline-1(2H)-carboxylate features a stable boronate handle integrated into a dihydroquinoline scaffold, enabling efficient Suzuki-Miyaura coupling. The tetramethyl-substituted dioxaborolane enhances reactivity and shelf stability. This bench-stable reagent facilitates rapid access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Application

tert-Butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroquinoline-1(2H)-carboxylate serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions. The dihydroquinoline core provides a rigid, electron-rich scaffold compatible with diverse transformations. The tert-butyl ester offers stability and ease of purification, while the pinacol boronate group enables efficient cross-coupling under mild conditions, facilitating rapid access to functionalized quinoline derivatives in medicinal chemistry and materials synthesis.

General Information

  • CAS No. 1912446-60-6
  • Cat. No. CS-0040981
  • Purity ≥97%
  • MDL No. MFCD11858571
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₀BNO₄
  • Molecular Weight 359.27
  • Synonym(s) 1-Boc-1,2,3,4-tetrahydro-quinoline-6-boronic acid picol ester
  • SMILES O=C(N1CCCC2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2)OC(C)(C)C

Computational Chemistry Data

  • TPSA   48
  • LogP   3.6735
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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-P330-P362+P364-P405-P501

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