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3-[2-(Boc-Amino)Ethoxy]Phenylboronic Acid Pinacol Ester CAS NO 1505516-19-7


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CAS No.:1505516-19-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

3-[2-(Boc-Amino)Ethoxy]Phenylboronic Acid Pinacol Ester is a sophisticated, bifunctional building block designed for advanced organic synthesis, particularly in pharmaceutical research and development. Its core value lies in combining a protected amine (Boc) with a protected boronic acid (pinacol ester) on a single aromatic scaffold, enabling sequential and orthogonal coupling strategies. This compound is essential for medicinal chemists and process R&D scientists working on targeted drug discovery programs, such as the synthesis of kinase inhibitors and other small-molecule therapeutics via cross-coupling reactions like Suzuki-Miyaura.

Application

  • Pharmaceutical Intermediate: A key precursor in the synthesis of complex bioactive molecules and Active Pharmaceutical Ingredients (APIs), especially for targeted cancer therapies.
  • Suzuki-Miyaura Cross-Coupling: The pinacol-protected boronic acid moiety serves as a stable handle for palladium-catalyzed carbon-carbon bond formation with aryl halides.
  • Peptidomimetic & PROTAC Synthesis: The Boc-protected aminoethoxy linker facilitates the incorporation of this fragment into larger structures mimicking peptides or for constructing Proteolysis Targeting Chimeras (PROTACs).
  • Chemical Biology Probe Development: Used to create tool compounds for studying enzyme function and protein-protein interactions in cellular systems.
  • Material Science Research: Potential monomer or functionalizing agent in the development of novel polymers with specific electronic or recognition properties.
  • Library Synthesis for High-Throughput Screening: Enables the rapid generation of diverse compound libraries around a privileged phenylboronic acid core.

Basic Information

Product Name 3-[2-(Boc-Amino)Ethoxy]Phenylboronic Acid Pinacol Ester
CAS No. 1505516-19-7
Molecular Formula C19H30BNO5
Molecular Weight 363.26 g/mol
Synonyms 3-(2-((tert-Butoxycarbonyl)amino)ethoxy)phenylboronic acid pinacol ester; (3-(2-((tert-Butoxycarbonyl)amino)ethoxy)phenyl)boronic acid pinacol ester; Boc-NH-PEG1-phenyl-3-boronic acid pinacol ester; 3-[2-(N-Boc-Amino)ethoxy]benzeneboronic acid pinacol ester; tert-Butyl N-[2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethyl]carbamate; Boc-8-Amino-3,6-dioxaoctylbenzeneboronic acid pinacol ester; Boronic acid, B-[3-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethoxy]phenyl]-, 4,4,5,5-tetramethyl-1,3,2-dioxaborolane ester
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Quality Control

Our 3-[2-(Boc-Amino)Ethoxy]Phenylboronic Acid Pinacol Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical purity and structural integrity, meeting the stringent requirements of pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label. This compound is hygroscopic (moisture-sensitive); containers should be sealed under an inert atmosphere (e.g., nitrogen or argon) after each use to maintain stability and prevent hydrolysis of the boronic ester and carbamate protecting groups.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (HPLC) Retention time corresponds to reference standard
Identification (NMR) Spectrum consistent with structure
Purity (HPLC) ≥ 95.0% (Area %)
Water Content (KF) ≤ 1.0%
Heavy Metals ≤ 20 ppm
Residual Solvents (GC) Complies with ICH Q3C guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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