Description

(5S)-5-Methyl-2-(2-O,3-O:5-O,6-o-Diisopropylidene-α-D-Mannofuranosyl)-5-Isoxazolidinecarboxylic Acid Methyl Ester is a sophisticated chiral building block and protected sugar derivative of significant interest in advanced organic synthesis. Its core value lies in its role as a key intermediate for constructing complex molecules with precise stereochemistry, which is critical for developing bioactive compounds. This product is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries who require high-purity, structurally defined intermediates for their synthetic programs.

Application

• Pharmaceutical Intermediate: Serves as a crucial chiral synthon in the research and development of novel active pharmaceutical ingredients (APIs), particularly for nucleoside analogs and other therapeutics.
• Agrochemical Synthesis: Used in the synthesis of advanced chiral pesticides and herbicides where specific stereochemistry impacts biological activity.
• Glycochemistry & Glycobiology Research: Acts as a protected mannofuranosyl donor or scaffold for synthesizing complex carbohydrates, glycoconjugates, and glycomimetics.
• Process Chemistry Development: Employed in route scouting and optimization for the scalable production of target molecules requiring this specific isoxazolidine-carboxylate framework.
• Academic & Institutional Research: A valuable reagent for methodological studies in asymmetric synthesis, heterocyclic chemistry, and carbohydrate chemistry.
• Fine Chemical Production: Utilized as a specialty intermediate for manufacturing high-value, low-volume chemicals with applications in material science and diagnostics.

Basic Information

Product Name	(5S)-5-Methyl-2-(2-O,3-O:5-O,6-o-Diisopropylidene-α-D-Mannofuranosyl)-5-Isoxazolidinecarboxylic Acid Methyl Ester
CAS No.	69494-19-5
Molecular Formula	C18H27NO8
Molecular Weight	385.41 g/mol
Synonyms	Methyl (5S)-5-methyl-2-[(3aR,5R,6S,6aR)-2,2-dimethyl-5-[(R)-1,2-dihydroxyethyl]tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-1,2-oxazolidine-5-carboxylate; 5-Methyl-2-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)-5-isoxazolidinecarboxylic Acid Methyl Ester; (5S)-5-Methyl-2-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)-5-isoxazolidinecarboxylic Acid Methyl Ester; Diisopropylidene Mannofuranosyl Isoxazolidine Methyl Ester; CAS 69494-19-5.
EINECS	Contact for details

Quality Control

Our production of (5S)-5-Methyl-2-(2-O,3-O:5-O,6-o-Diisopropylidene-α-D-Mannofuranosyl)-5-Isoxazolidinecarboxylic Acid Methyl Ester adheres to stringent quality management protocols. Each batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the exacting standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity (HPLC), specific rotation, and related substances are provided with every shipment to guarantee traceability and consistency for your critical R&D and scale-up processes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (typically 15-25°C). This compound may be hygroscopic (moisture-sensitive); therefore, the container should be kept tightly sealed in a dry environment to maintain stability and purity.

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
Specific Rotation [α]D20	Contact for details
Loss on Drying	≤ 0.5%
Related Substances (HPLC)	Total impurities ≤ 2.0% Any single unknown impurity ≤ 0.5%

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