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CS-W001157 4
Total: USD 88.00

(S)-tert-Butyl 2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

  • CAS No. 1007882-12-3

  • Cat. No. CS-0006836
  • Purity≥98%
  • MDL No.MFCD20527700
  • 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.

    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.

(S)-tert-Butyl 2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate|CS-0006836

Structure of 1007882-12-3

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Description

(S)-tert-Butyl 2-(5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate is a boronate-functionalized heterocyclic building block featuring a chiral pyrrolidine scaffold. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation under mild conditions. The para-boronated aryl group pairs effectively with diverse halogenated partners, while the imidazole moiety enhances regiochemical control in transition metal-catalyzed transformations.

Application

(S)-tert-Butyl 2-(5-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The imidazole-pyrrolidine scaffold provides a rigid, polar pharmacophore core with enhanced solubility and metabolic stability. The diborolane moiety enables efficient coupling under mild conditions, while the tert-butyl carbamate group offers excellent bench stability and straightforward deprotection. This compound facilitates rapid assembly of complex heterocyclic architectures in medicinal chemistry and materials science applications.

General Information

  • CAS No. 1007882-12-3
  • Cat. No. CS-0006836
  • Purity ≥98%
  • MDL No. MFCD20527700
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₄BN₃O₄
  • Molecular Weight 439.36
  • Synonym(s) tert-butyl(S)-2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
  • SMILES O=C(N1[C@H](C2=NC=C(C3=CC=C(B4OC(C)(C)C(C)(C)O4)C=C3)N2)CCC1)OC(C)(C)C

Computational Chemistry Data

  • TPSA   76.68
  • LogP   4.4479
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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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