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Atomfair (2-BOC-aminophenyl)boronic acid C11H16BNO4 CAS 115377-94-1

(2-BOC-aminophenyl)boronic acid (CAS: 115377-94-1) is a high-purity boronic acid derivative featuring a tert-butoxycarbonyl (BOC)-protected amine group at the ortho position of the phenyl ring. With the molecular formula C11H16BNO4, this compound is a valuable intermediate in organic synthesis , particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile boron-containing coupling partner. The BOC group enhances stability, making it ideal for peptide synthesis and pharmaceutical research. This product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistent performance in sensitive applications. Store in a cool, dry place under inert conditions to maintain integrity.

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Description

(2-BOC-aminophenyl)boronic acid (CAS: 115377-94-1) is a high-purity boronic acid derivative featuring a tert-butoxycarbonyl (BOC)-protected amine group at the ortho position of the phenyl ring. With the molecular formula C11H16BNO4, this compound is a valuable intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile boron-containing coupling partner. The BOC group enhances stability, making it ideal for peptide synthesis and pharmaceutical research. This product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistent performance in sensitive applications. Store in a cool, dry place under inert conditions to maintain integrity.

Properties

  • CAS Number: 115377-94-1
  • Complexity: 265
  • IUPAC Name: [2-(tert-butoxycarbonylamino)phenyl]boronic acid
  • InChI: InChI=1S/C11H16BNO4/c1-11(2,3)17-10(14)13-9-7-5-4-6-8(9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
  • InChI Key: RMEIKYSECODAHJ-UHFFFAOYSA-N
  • Exact Mass: 237.1172382
  • Molecular Formula: C11H16BNO4
  • Molecular Weight: 237.06
  • SMILES: B(C1=CC=CC=C1NC(=O)OC(C)(C)C)(O)O
  • Topological: 78.8
  • Monoisotopic Mass: 237.1172382
  • Synonyms: (2-BOC-AMINOPHENYL)BORONIC ACID, 640-451-6, 115377-94-1, 2-BOC-aminophenylboronic acid, (2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid, N-(tert-Butoxycarbonyl)-2-amino-1-phenylboronic acid, Carbamic acid, N-(2-boronophenyl)-, 1,1-dimethylethyl ester, [2-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]boronic Acid, N-(tert-Butoxycarbonyl)-2-amino-1-phenylboronicacid, (2-{[(tert-butoxy)carbonyl]amino}phenyl)boronic acid, {2-[(tert-Butoxycarbonyl)amino]phenyl}boronic acid, 2-(N-BOC-AMINO)PHENYLBORONIC ACID, MFCD02179450, 2-(TERT-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID, SCHEMBL1008543, DTXSID00378291, RMEIKYSECODAHJ-UHFFFAOYSA-N, AKOS004116181, AB11153, BS-19467, DB-016171, 2-Aminobenzeneboronic acid, N-BOC protected, CS-0174017, 2-(tert-Butoxycarbonylamino)benzeneboronic acid, EN300-172708, {[(tert-butoxycarbonyl)amino]phenyl}boronic acid, 2-(T-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID

Application

(2-BOC-aminophenyl)boronic acid is widely used in medicinal chemistry for the synthesis of biologically active compounds, including protease inhibitors and kinase-targeting drugs. It serves as a key building block in peptide coupling and protecting group strategies due to its orthogonal reactivity. Researchers also employ it in metal-catalyzed cross-coupling reactions to construct biaryl scaffolds for drug discovery and materials science.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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