Description

D-Phenylalanine, n-[(1,1-Dimethylethoxy)Carbonyl]-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Methyl Ester is a sophisticated, non-natural amino acid derivative featuring a Boc-protected amine and a key pinacol boronate ester functional group. This compound matters as a high-value building block for the synthesis of complex molecules, enabling precise cross-coupling reactions in medicinal chemistry. It is primarily needed by pharmaceutical R&D teams and fine chemical manufacturers for developing active pharmaceutical ingredients (APIs) and advanced materials.

Application

• Pharmaceutical Intermediate: A critical precursor in the synthesis of novel drug candidates, particularly in oncology and CNS therapeutic areas.
• Suzuki-Miyaura Cross-Coupling Reactions: The boronate ester moiety serves as a versatile handle for carbon-carbon bond formation with aryl/heteroaryl halides.
• Peptidomimetics & Constrained Peptide Design: Used to incorporate modified phenylalanine residues into peptide backbones to enhance stability and bioavailability.
• Chemical Biology Probes: Enables the labeling and study of biological targets and pathways.
• Ligand & Catalyst Development: Employed in the creation of chiral ligands and organocatalysts for asymmetric synthesis.
• Material Science Research: Acts as a monomer or functional unit in the development of advanced polymers and organic electronic materials.

Basic Information

Product Name	D-Phenylalanine, n-[(1,1-Dimethylethoxy)Carbonyl]-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Methyl Ester
CAS No.	335030-24-5
Molecular Formula	C21H32BNO6
Molecular Weight	405.30 g/mol
Synonyms	Boc-D-Phe(4-Bpin)-OMe; (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate; D-4-Pinacolatoboronophenylalanine Boc-methyl ester; (R)-2-(tert-Butoxycarbonylamino)-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester; Methyl (R)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate; Boc-D-4-Bpin-Phe-OMe
EINECS	Contact for details

Quality Control

Our D-Phenylalanine derivative is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and MS, to ensure high chemical and chiral purity suitable for demanding synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C to -10°C under an inert atmosphere (e.g., nitrogen or argon) to minimize oxidation and hydrolysis. The material is hygroscopic and should be allowed to equilibrate to room temperature in a dry environment before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC/MS)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee (D-isomer)
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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