Description

o-Benzyl-n-[(Benzyloxy)Carbonyl]-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-L-Tyrosine Benzyl Ester is a sophisticated, multi-functional protected amino acid derivative featuring a boronic ester pinacol group, making it a critical advanced pharmaceutical intermediate (API) for modern drug discovery. Its primary value lies in enabling Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing complex biaryl structures found in many active pharmaceutical ingredients. This compound is essential for research and development chemists in the pharmaceutical and biotechnology sectors who require high-purity, structurally complex building blocks for synthesizing novel therapeutic candidates.

Application

• Pharmaceutical Intermediate: A key building block in the synthesis of complex drug molecules, particularly those containing biaryl motifs via palladium-catalyzed cross-coupling reactions.
• Peptidomimetic Research: Used in the design and synthesis of peptide analogs and peptidomimetics where the boronate functionality allows for further structural diversification.
• Protease Inhibitor Development: Serves as a precursor for compounds targeting proteolytic enzymes, leveraging the tyrosine scaffold and boronic acid pharmacophore.
• Chemical Biology Probes: Employed in the creation of activity-based probes (ABPs) for studying enzyme function and mechanism, utilizing the reactive boronate handle.
• Bioconjugation and Labeling: The protected functional groups and boronate allow for selective deprotection and conjugation strategies in bioconjugate chemistry.
• Material Science: Potential use in the synthesis of organic electronic materials or metal-organic frameworks (MOFs) where precise molecular architecture is required.

Basic Information

Product Name	o-Benzyl-n-[(Benzyloxy)Carbonyl]-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-L-Tyrosine Benzyl Ester
CAS No.	600737-82-4
Molecular Formula	C37H38BNO7
Molecular Weight	619.51 g/mol
Synonyms	L-Tyrosine, O-benzyl-N-[(benzyloxy)carbonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, benzyl ester; (2S)-3-[4-(Benzyloxy)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-2-{[(benzyloxy)carbonyl]amino}propanoic acid benzyl ester; N-Cbz-O-benzyl-L-tyrosine(3-Bpin)-benzyl ester; Boc-L-Tyrosine(3-Bpin)-OBzl derivative; Z-L-Tyr(3-Bpin)-OBzl; 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-L-tyrosine derivative; Boronate-protected tyrosine ester.
EINECS	Contact for details

Quality Control

Our production of this advanced pharmaceutical intermediate adheres to stringent quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity and identity confirmation via NMR and MS, to ensure it meets the exacting standards required for research and pre-clinical development. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting purity, assay, and impurity profiles.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when appropriate to prevent degradation. Keep the container tightly sealed in a desiccator for long-term storage.

Specification

Item	Specification
Appearance	White to off-white solid
Identification (HPLC)	Conforms
Identification (NMR)	Conforms
Purity (HPLC)	≥ 95.0%
Assay	≥ 97.0%
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%
Specific Rotation	Contact for details

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