Description

Phenylalanine, n-[(1,1-Dimethylethoxy)Carbonyl]-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Methyl Ester is a sophisticated, high-purity Boc-protected amino acid derivative featuring a key pinacol boronate ester functional group. This compound matters as a critical advanced pharmaceutical intermediate (API) and a versatile building block for modern synthetic methodologies, particularly Suzuki-Miyaura cross-coupling reactions. It is essential for researchers and manufacturers in pharmaceutical R&D and peptide chemistry who require precise, high-quality reagents for constructing complex molecular architectures.

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of novel drug candidates, especially those targeting neurological and metabolic disorders.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis to incorporate boronated phenylalanine analogs for structure-activity relationship (SAR) studies.
• Suzuki-Miyaura Cross-Coupling: Serves as a crucial boronic ester reagent for palladium-catalyzed carbon-carbon bond formation to create biaryl structures in complex molecules.
• Chemical Biology & Proteomics: Employed in the development of activity-based probes and for site-specific protein modification.
• Agrochemical Research: Used as an intermediate in the development of advanced crop protection agents with novel modes of action.
• Material Science: A precursor for functionalized organic materials and polymers requiring specific boron-containing motifs.

Basic Information

Product Name	Phenylalanine, n-[(1,1-Dimethylethoxy)Carbonyl]-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Methyl Ester
CAS No.	335030-22-3
Molecular Formula	C21H32BNO6
Molecular Weight	405.30 g/mol
Synonyms	Boc-4-Boronophenylalanine Methyl Ester; Boc-Phe(4-Bpin)-OMe; N-Boc-4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-L-phenylalanine Methyl Ester; Methyl N-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-L-phenylalaninate; (2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propanoic acid methyl ester; Boc-L-Phe(4-Bpin)-OMe; 4-Bpin-Phe(Boc)-OMe
EINECS	Contact for details

Quality Control

Our Phenylalanine, n-[(1,1-Dimethylethoxy)Carbonyl]-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Methyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral analysis to ensure enantiomeric integrity, meeting the exacting standards required for pharmaceutical research. Certificates of Analysis (COA) with detailed chromatographic data are provided for every shipment to guarantee traceability and compliance with your internal specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C. This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when possible to maintain stability and purity. Allow the sealed container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 ppm

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