Description

(2R,4S)-Ethyl 5-([1,1'-Biphenyl]-4-Yl)-4-((tert-Butoxycarbonyl)Amino)-2-Methylpentanoate CAS NO 149709-60-4 is a high-purity, chiral non-natural amino acid derivative featuring a biphenyl moiety and a tert-butoxycarbonyl (Boc) protected amine. This compound is a critical advanced pharmaceutical intermediate (API) and a versatile building block for medicinal chemistry research. It is primarily needed by pharmaceutical R&D and fine chemical synthesis teams for developing novel therapeutic agents, particularly in the areas of protease inhibitors and other small molecule drugs.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs), especially for candidates targeting cardiovascular and metabolic diseases.
• Protease Inhibitor Research: Serves as a core scaffold or side-chain component in the design and synthesis of novel inhibitors for enzymes like renin, HIV protease, and HCV protease.
• Peptidomimetics Development: Used to incorporate non-natural amino acid structures into peptide analogs to enhance metabolic stability, bioavailability, and binding affinity.
• Chemical Biology & Probe Synthesis: Employed in constructing molecular probes and tool compounds for studying enzyme function and signal transduction pathways.
• Asymmetric Synthesis Building Block: Utilized in stereoselective synthesis due to its defined (2R,4S) configuration, enabling the construction of complex chiral molecules.
• Process Chemistry & Scale-Up: Supplied for route scouting, optimization, and pilot-scale production under current Good Manufacturing Practice (cGMP) guidelines where required.

Basic Information

Product Name	(2R,4S)-Ethyl 5-([1,1'-Biphenyl]-4-Yl)-4-((tert-Butoxycarbonyl)Amino)-2-Methylpentanoate
CAS No.	149709-60-4
Molecular Formula	C25H33NO4
Molecular Weight	411.54 g/mol
Synonyms	Ethyl (2R,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoate; (2R,4S)-Boc-4-Amino-5-(4-biphenylyl)-2-methylpentanoic Acid Ethyl Ester; BOC-DL-Biphenylalanine Ethyl Ester (stereospecific); (2R,4S)-Ethyl 4-(Boc-amino)-5-(4-phenylphenyl)-2-methylpentanoate; 4-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[1,1'-biphenyl]-4-yl-2-methyl-pentanoic Acid Ethyl Ester, (2R,4S)-; A Building Block for Aliskiren Intermediates
EINECS	Contact for details

Quality Control

Every batch of this chiral intermediate is produced and tested under a strict quality management system. We provide comprehensive analytical data to ensure identity, purity, and stereochemical integrity. Standard quality control includes chiral HPLC analysis to confirm enantiomeric excess (ee) >99% and standard purity assays. A detailed Certificate of Analysis (COA) is supplied with each shipment, documenting results for appearance, assay (HPLC), chiral purity, and specified impurities. Our quality systems support development under ISO 9001 standards, with options for cGMP-compliant manufacturing available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). The product is stable under these conditions but is sensitive to strong acids and organic solvents. For long-term storage (over 12 months), consider storage at 2-8°C under an inert atmosphere to ensure optimal stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Single Unknown Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤2.0%

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