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

  • CAS No. 1256256-45-7

  • Cat. No. CS-0154418
  • Purity≥96%
  • MDL No.MFCD18383441

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

tert-Butyl (3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate|CS-0154418

Structure of 1256256-45-7

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General Information

  • CAS No. 1256256-45-7
  • Cat. No. CS-0154418
  • Purity ≥96%
  • MDL No. MFCD18383441
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₅BFNO₄
  • Molecular Weight 337.19
  • Synonym(s) tert-butyl N-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
  • SMILES CC(C)(OC(NC1=CC(F)=C(B2OC(C)(C(C)(O2)C)C)C=C1)=O)C

Description

This boronate ester features a tert-butyl carbamate-protected amine appended to a fluoro-substituted aryl group, enabling stable coupling in Suzuki-Miyaura reactions. The tetramethyl-dioxaborolane moiety ensures high reactivity and shelf stability under standard conditions.

Application

tert-Butyl (3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate serves as a stable, bench-friendly boron building block for Suzuki-Miyaura cross-coupling reactions. The trifluoroborate moiety enables efficient coupling with aryl halides and pseudohalides under mild conditions, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection for amine functionalities. Its high functional group tolerance and ease of purification make it ideal for constructing complex pharmaceutical intermediates and heterocyclic scaffolds in medicinal chemistry workflows.

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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Computational Chemistry Data

  • TPSA   56.79
  • LogP   3.4719
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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