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Atomfair tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate C17H26BNO4

Description tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (CAS No. 159624-15-4) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. With the molecular formula C17H26BNO4, this compound features a pinacol-protected boronic ester group and a tert-butyl carbamate (Boc) moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and peptide coupling strategies. Its stable crystalline form ensures excellent handling and storage properties. Ideal for researchers in medicinal chemistry, this reagent is rigorously tested for quality, ensuring consistent performance in complex synthetic pathways. Available in various quantities to suit lab-scale and industrial applications.

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Description

Description

tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (CAS No. 159624-15-4) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. With the molecular formula C17H26BNO4, this compound features a pinacol-protected boronic ester group and a tert-butyl carbamate (Boc) moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and peptide coupling strategies. Its stable crystalline form ensures excellent handling and storage properties. Ideal for researchers in medicinal chemistry, this reagent is rigorously tested for quality, ensuring consistent performance in complex synthetic pathways. Available in various quantities to suit lab-scale and industrial applications.

  • CAS No: 159624-15-4
  • Molecular Formula: C17H26BNO4
  • Molecular Weight: 319.2
  • Exact Mass: 319.1954885
  • Monoisotopic Mass: 319.1954885
  • IUPAC Name: tert-butyl N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2NC(=O)OC(C)(C)C
  • Synonyms: 159624-15-4, tert-Butyl (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, 2-(Boc-amino)phenylboronic Acid Pinacol Ester, Tert-butyl N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, (2-boc-aminophenyl)boronic acid, pinacol ester

Application

This compound is primarily employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl structures prevalent in drug discovery. The Boc-protected amine enhances stability during synthetic transformations, while the pinacol boronic ester group facilitates efficient palladium-catalyzed couplings. It is also used in the preparation of protease inhibitors and other bioactive molecules requiring boronate functionalization.

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