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CS-W001157 4
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(3-(((tert-Butoxycarbonyl)amino)methyl)phenyl)boronic acid

  • CAS No. 199609-62-6

  • Cat. No. CS-0132991
  • Purity≥95%
  • MDL No.MFCD06246052

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

(3-(((tert-Butoxycarbonyl)amino)methyl)phenyl)boronic acid|CS-0132991

Structure of 199609-62-6

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General Information

  • CAS No. 199609-62-6
  • Cat. No. CS-0132991
  • Purity ≥95%
  • MDL No. MFCD06246052
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₄
  • Molecular Weight 251.09
  • Synonym(s) 3-(N-Boc-aminomethyl)phenylboronic acid
  • SMILES O=C(NCC1=CC(B(O)O)=CC=C1)OC(C)(C)C

Description

This boronic acid features a tert-butoxycarbonyl-protected amine handle ortho to the boronate group, enabling selective functionalization in late-stage synthesis. The protected amine allows for orthogonal reactivity during coupling processes, while the boronate moiety delivers reliable Suzuki-Miyaura cross-coupling performance under standard conditions.

Application

(3-(((tert-Butoxycarbonyl)amino)methyl)phenyl)boronic acid serves as a versatile building block for the synthesis of biologically relevant arylamines and heterocyclic scaffolds. The boronic acid functionality enables efficient Suzuki-Miyaura coupling under mild conditions, while the Boc-protected amine offers orthogonal reactivity and enhanced stability during purification. This combination facilitates straightforward access to complex molecular architectures in medicinal chemistry and process development 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 : H317
Precautionary Statements : P261-P272-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   78.79
  • LogP   0.3911
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   3

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