Description

Methyl (2R)-2-{[(Benzyloxy)Carbonyl]Amino}-4-Methylpentanoate CAS NO 73397-22-5 is a high-purity, chiral amino acid derivative, specifically the methyl ester of a Cbz-protected L-leucine analog. This compound serves as a critical chiral building block and intermediate in advanced organic synthesis, enabling the precise construction of complex molecular architectures. It is primarily utilized by research institutions and pharmaceutical manufacturers engaged in the development of peptide-based therapeutics, enzyme inhibitors, and other bioactive molecules where stereochemical integrity is paramount.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of active pharmaceutical ingredients (APIs), particularly for protease inhibitors and other peptide-mimetic drugs.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis (SPPS) as a protected amino acid ester to introduce the leucine side chain with defined (R)-configuration.
• Medicinal Chemistry Research: Employed in structure-activity relationship (SAR) studies and the discovery of new drug candidates targeting various diseases.
• Bioconjugation & Probe Development: Acts as a precursor for labeling reagents or for incorporating specific functional handles into biomolecules.
• Asymmetric Synthesis: Utilized as a starting material or auxiliary in catalytic asymmetric reactions to induce chirality in target molecules.
• Academic & Industrial R&D: Serves as a standard or reagent in chemical research focused on amino acid chemistry and natural product synthesis.

Basic Information

Product Name	Methyl (2R)-2-{[(Benzyloxy)Carbonyl]Amino}-4-Methylpentanoate
CAS No.	73397-22-5
Molecular Formula	C15H21NO4
Molecular Weight	279.33 g/mol
Synonyms	Methyl N-Cbz-(R)-leucinate; (R)-Methyl 2-((((Benzyloxy)carbonyl)amino)-4-methylpentanoate; N-Carbobenzoxy-(R)-leucine methyl ester; N-Cbz-(R)-Leu-OMe; (R)-2-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid methyl ester; Z-(R)-Leu-OMe; CBZ-L-LEUCINE METHYL ESTER (Note: This common name often refers to the L-isomer; the (R)-enantiomer is specified here).
EINECS	Contact for details

Quality Control

Our Methyl (2R)-2-{[(Benzyloxy)Carbonyl]Amino}-4-Methylpentanoate is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including chiral purity analysis by HPLC, to ensure compliance with research and pharmaceutical-grade standards. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and specific rotation is provided with every shipment to guarantee reproducible results for your critical syntheses.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at controlled room temperature (15-25°C). This material is light-sensitive (store away from light). For long-term storage, consider inert atmosphere conditions to maintain optimal purity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 98.0%
Chiral Purity (Enantiomeric Excess)	≥ 99.0% ee (by Chiral HPLC)
Specific Rotation [α]	Contact for details
Loss on Drying	≤ 0.5%

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