Description

(2S,3R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-Methoxybutanoic Acid is a sophisticated, non-natural amino acid derivative featuring a methoxy side chain and a fluorenylmethyloxycarbonyl (Fmoc) protecting group. This compound is a critical building block in the synthesis of complex peptides and peptidomimetics, where precise stereochemistry and side-chain functionality are paramount. It is primarily utilized by research institutions and pharmaceutical companies engaged in advanced drug discovery, medicinal chemistry, and the development of novel therapeutic agents.

Application

• Solid-Phase Peptide Synthesis (SPPS): Serves as a key Fmoc-protected amino acid monomer for the controlled assembly of custom peptide sequences, particularly where the (2S,3R)-3-methoxybutanoic acid moiety is required.
• Medicinal Chemistry & Drug Discovery: Used as a chiral scaffold to introduce specific stereocenters and methoxy functionality into potential drug candidates, modulating their bioavailability and receptor interaction.
• Peptidomimetic Research: Essential for creating peptide analogs where the native amino acid is replaced with this methoxy-substituted derivative to enhance metabolic stability or alter biological activity.
• Bioconjugation & Chemical Biology: Acts as a specialized linker or functional handle for labeling proteins or other biomolecules due to its reactive carboxylic acid group and protected amine.
• Pharmaceutical Intermediate: Employed in the multi-step synthesis of active pharmaceutical ingredients (APIs) that require this specific chiral amino acid backbone.
• Academic Research: Utilized in university and institutional labs for studying enzyme mechanisms, protein folding, and structure-activity relationships (SAR) of synthetic peptides.

Basic Information

Item	Details
Product Name	(2S,3R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-Methoxybutanoic Acid
CAS No.	928063-81-4
Molecular Formula	C21H21NO6
Molecular Weight	383.40 g/mol
Synonyms	Fmoc-(2S,3R)-3-Methoxy-D-threonine; (2S,3R)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-methoxybutanoic acid; Fmoc-D-Thr(Me)-OH; Fmoc-3-Methoxy-D-threonine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-methoxy-D-threonine; (2S,3R)-3-Methoxy-2-[(9H-fluoren-9-ylmethoxycarbonyl)amino]butanoic acid; Fmoc-D-Thr(OMe)-OH
EINECS	Contact for details

Quality Control

Our production of (2S,3R)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-Methoxybutanoic Acid adheres to stringent quality protocols suitable for research and pharmaceutical applications. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure high stereochemical integrity and chemical purity. 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 cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed and consideration should be given to storage under an inert atmosphere or with desiccant for long-term preservation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% de
Water Content (KF)	≤ 1.0%
Heavy Metals	≤ 20 ppm

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