Description

(2S,3R)-Methyl 2-(((Benzyloxy)Carbonyl)Amino)-3-Hydroxybutanoate is a high-purity chiral building block and protected amino acid derivative essential for advanced organic synthesis. Its defined stereochemistry and orthogonal protecting groups make it a critical intermediate for constructing complex, biologically active molecules with precise three-dimensional architecture. This compound is primarily needed by pharmaceutical R&D and fine chemical synthesis teams focused on developing novel therapeutics, including protease inhibitors and peptide mimetics.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the synthesis of novel active pharmaceutical ingredients (APIs), particularly in antiviral and anticancer drug candidates.
• Peptide Chemistry: Serves as a protected threonine analogue for solid-phase and solution-phase peptide synthesis, enabling the incorporation of specific stereocenters.
• Protease Inhibitor Development: Used in research and production of inhibitors targeting specific enzymes like HIV protease or hepatitis C virus NS3/4A protease.
• Asymmetric Synthesis: Employed as a starting material or auxiliary in catalytic asymmetric reactions to induce chirality in target molecules.
• Chemical Biology & Probe Development: Utilized to create labeled or modified peptide fragments for studying protein-protein interactions and enzyme mechanisms.
• Academic & Industrial Research: A valuable tool for methodologies development in organic chemistry and medicinal chemistry programs.

Basic Information

Product Name	(2S,3R)-Methyl 2-(((Benzyloxy)Carbonyl)Amino)-3-Hydroxybutanoate
CAS No.	100157-53-7
Molecular Formula	C13H17NO5
Molecular Weight	267.28 g/mol
Synonyms	N-Cbz-(2S,3R)-Methyl O-benzyl-L-threoninate; Methyl (2S,3R)-2-[[(Benzyloxy)carbonyl]amino]-3-hydroxybutanoate; (2S,3R)-Methyl N-Cbz-threoninate; L-Threonine, N-[(phenylmethoxy)carbonyl]-, methyl ester, (2S,3R)-; N-Carbobenzoxy-L-threonine methyl ester; Z-L-Thr-OMe; Cbz-L-Thr-OMe; N-[(Benzyloxy)carbonyl]-L-threonine methyl ester
EINECS	Contact for details

Quality Control

Our (2S,3R)-Methyl 2-(((Benzyloxy)Carbonyl)Amino)-3-Hydroxybutanoate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure stereochemical purity and chemical identity meet exacting standards. Certificates of Analysis (COA) with full analytical data are available upon request to support your regulatory and quality assurance requirements.

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 material is moisture-sensitive; keep the container tightly sealed in a dry environment. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% de
Specific Rotation	Contact for details
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Heavy Metals	≤20 ppm

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