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Atomfair tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate C17H26BNO4

Description tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (CAS No. 330793-01-6) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. This compound, with the molecular formula C17H26BNO4, features a protected amine group ( tert -butoxycarbonyl, Boc) and a reactive pinacol boronic ester moiety, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane ring ensures excellent shelf life and handling convenience. Ideal for medicinal chemistry applications, this reagent enables the efficient introduction of aryl boronate functionalities into complex molecules. Supplied as a white to off-white crystalline solid, it is rigorously tested for purity (typically ??95% by HPLC)…

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Description

Description

tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate (CAS No. 330793-01-6) is a high-purity boronic ester derivative widely utilized in organic synthesis and pharmaceutical research. This compound, with the molecular formula C17H26BNO4, features a protected amine group (tert-butoxycarbonyl, Boc) and a reactive pinacol boronic ester moiety, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane ring ensures excellent shelf life and handling convenience. Ideal for medicinal chemistry applications, this reagent enables the efficient introduction of aryl boronate functionalities into complex molecules. Supplied as a white to off-white crystalline solid, it is rigorously tested for purity (typically ??95% by HPLC) and is packaged under inert conditions to ensure stability.

  • CAS No: 330793-01-6
  • Molecular Formula: C17H26BNO4
  • Molecular Weight: 319.2
  • Exact Mass: 319.1954885
  • Monoisotopic Mass: 319.1954885
  • IUPAC Name: tert-butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)NC(=O)OC(C)(C)C
  • Synonyms: tert-Butyl N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate, tert-butyl N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate, 671-693-0, 330793-01-6, tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

Application

This compound is primarily employed as a key intermediate in the synthesis of biologically active molecules, particularly in pharmaceutical research for constructing aryl-boronates. It serves as a crucial reagent in Suzuki-Miyaura cross-coupling reactions to form biaryl structures, a common motif in drug discovery. The Boc-protected amine allows for further functionalization under mild conditions, enabling diverse derivatization strategies. Researchers also utilize it in the development of boron-containing probes for chemical biology studies.

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