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(4S,5S)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Dimethyl Ester CAS NO 37031-30-4
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CAS No.:37031-30-4
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
(4S,5S)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Dimethyl Ester is a high-value chiral building block and protected derivative of tartaric acid. This compound matters for its role in asymmetric synthesis, providing a rigid, stereodefined scaffold for constructing complex pharmaceutical intermediates and fine chemicals. It is primarily needed by research institutions and manufacturers in the pharmaceutical, agrochemical, and specialty chemical industries for developing enantiomerically pure active ingredients.
Application
- Chiral Auxiliary and Ligand Precursor: Serves as a starting material for synthesizing chiral catalysts and ligands used in asymmetric hydrogenation and other stereoselective transformations.
- Pharmaceutical Intermediate: A key synthon in the production of antiviral drugs, protease inhibitors, and other therapeutics where specific stereochemistry is critical for biological activity.
- Agrochemical Synthesis: Used in the manufacture of enantiomerically pure herbicides, fungicides, and plant growth regulators.
- Natural Product Synthesis: Employed in the total synthesis of complex natural products requiring the (4S,5S) tartrate-derived stereocenter.
- Resolution Agent: Can be utilized in the chiral resolution of racemic mixtures of acids or amines.
- Polymer Chemistry: Acts as a monomer or co-monomer for creating polymers with specific chiral architectures or functional groups.
Basic Information
| Item | Details |
|---|---|
| Product Name | (4S,5S)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Dimethyl Ester |
| CAS No. | 37031-30-4 |
| Molecular Formula | C9H14O6 |
| Molecular Weight | 218.21 g/mol |
| Synonyms | (4S,5S)-(-)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester; (S,S)-(-)-Dimethyl 2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate; (4S,5S)-Dimethyl O,O'-isopropylidene-2,3-O-isopropylidene-L-tartrate; L-(+)-Dimethyl tartrate acetonide; (S,S)-Dimethyl tartrate acetonide; (-)-Dimethyl 2,3-O-isopropylidene-L-tartrate; (4S,5S)-DMT acetonide |
| EINECS | Contact for details |
Quality Control
Our (4S,5S)-2,2-Dimethyl-1,3-Dioxolane-4,5-Dicarboxylic Acid Dimethyl Ester is produced under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high chemical and enantiomeric purity, meeting the exacting standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and chiral purity are available upon request.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, well-ventilated area at room temperature (15-25°C). The product is stable under these conditions but should be kept away from strong acids and oxidizing agents.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Assay (HPLC) | ≥ 98.0% |
| Enantiomeric Excess (Chiral HPLC) | ≥ 99.0% |
| Melting Point | 78 - 82 °C |
| Specific Rotation [α]20/D | -18° to -22° (c=1 in CHCl3) |
| Loss on Drying | ≤ 0.5% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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