Description

tert-Butyl n-(3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Bicyclo[1.1.1]Pentan-1-Yl)Carbamate is a sophisticated bifunctional organic building block that combines a [1.1.1]propellane core with a protected amine and a boronic ester pinacol group. This compound matters as a key intermediate in modern drug discovery, particularly for the synthesis of bioisosteres and complex three-dimensional molecular scaffolds via Suzuki-Miyaura cross-coupling and other boron chemistry. It is primarily needed by pharmaceutical R&D teams and fine chemical manufacturers focused on developing novel therapeutics, agrochemicals, and advanced materials.

Application

• Pharmaceutical Intermediate: Critical building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates, especially those requiring the [1.1.1]propellane motif as a bioisostere for aromatic rings or tert-butyl groups.
• Suzuki-Miyaura Cross-Coupling: The pinacol boronic ester moiety enables efficient palladium-catalyzed cross-coupling reactions with aryl/vinyl halides to form new carbon-carbon bonds.
• Proteolysis Targeting Chimera (PROTAC) Development: Used in the construction of bifunctional linkers for targeted protein degradation platforms.
• Agrochemical Synthesis: Intermediate for creating novel pesticides and herbicides with enhanced three-dimensional structure.
• Material Science Research: Precursor for developing novel polymers and organic frameworks with unique steric and electronic properties.
• Peptide Modification & Conjugation: The Boc-protected amine allows for selective deprotection and further functionalization of peptide chains.
• Chemical Biology Probes: Serves as a versatile handle for labeling and modifying biomolecules in research applications.

Basic Information

Product Name	tert-Butyl n-(3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Bicyclo[1.1.1]Pentan-1-Yl)Carbamate
CAS No.	2195389-86-5
Molecular Formula	C20H34BNO4
Molecular Weight	363.30 g/mol
Synonyms	1-Boc-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentan-1-amine; 3-(Boc-amino)bicyclo[1.1.1]pentane-1-boronic acid pinacol ester; tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentan-1-yl)carbamate; Bicyclo[1.1.1]pentane-1-boronic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester; BCP-Boronate ester; 1-N-Boc-3-Bpin-bicyclo[1.1.1]pentane
EINECS	Contact for details

Quality Control

Our tert-Butyl n-(3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Bicyclo[1.1.1]Pentan-1-Yl)Carbamate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and LC-MS, to ensure high chemical purity and structural integrity suitable for sensitive coupling reactions. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its moisture-sensitive and light-sensitive nature. Allow the sealed container to reach room temperature before opening to prevent condensation and hydrolysis of the boronic ester.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Meets ICH guidelines

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