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Methyl (R)-(+)-3-(tert-Butoxycarbonyl)-2,2-Dimethyl-4-Oxazolidinecarboxylate CAS NO 95715-86-9


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CAS No.:95715-86-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Methyl (R)-(+)-3-(tert-Butoxycarbonyl)-2,2-Dimethyl-4-Oxazolidinecarboxylate is a high-purity chiral building block and a key protected derivative of (R)-4-hydroxyproline. This compound matters for its critical role in the stereoselective synthesis of complex pharmaceutical intermediates, ensuring the correct spatial configuration of the final active molecule. It is primarily needed by R&D chemists and process development teams in the pharmaceutical and biotechnology industries for the production of peptide-based drugs, enzyme inhibitors, and other bioactive compounds.

Application

  • Pharmaceutical Intermediate: A crucial precursor in the synthesis of chiral drugs, particularly those containing proline or hydroxyproline motifs.
  • Peptide Synthesis: Used as a protected amino acid derivative in solid-phase and solution-phase peptide synthesis to introduce stereochemical control.
  • Asymmetric Synthesis: Serves as a chiral auxiliary or starting material for the construction of complex natural products and bioactive molecules with defined stereocenters.
  • Protease Inhibitor Development: Employed in research and development of inhibitors for enzymes like angiotensin-converting enzyme (ACE) and matrix metalloproteinases (MMPs).
  • Chemical Biology Probes: Utilized to create labeled or modified peptides for studying protein-protein interactions and enzymatic mechanisms.
  • Process Chemistry: Applied in the scale-up and optimization of manufacturing routes for APIs (Active Pharmaceutical Ingredients) requiring high enantiomeric purity.

Basic Information

Product Name Methyl (R)-(+)-3-(tert-Butoxycarbonyl)-2,2-Dimethyl-4-Oxazolidinecarboxylate
CAS No. 95715-86-9
Molecular Formula C12H21NO5
Molecular Weight 259.30 g/mol
Synonyms (R)-4-[(tert-Butoxycarbonyl)oxy]-1,2,2-trimethyl-3-oxazolidinecarboxylic acid methyl ester; Methyl (R)-3-[(tert-butoxycarbonyl)oxy]-2,2-dimethyl-4-oxazolidinecarboxylate; (R)-Boc-Hyp(4-OBzl)-OMe (common abbreviation); (R)-4-(Boc-oxy)proline methyl ester oxazolidine derivative; (R)-N-Boc-4-hydroxyproline methyl ester cyclic derivative; (R)-1,2,2-Trimethyl-4-[(tert-butoxycarbonyl)oxy]-3-oxazolidinecarboxylic acid methyl ester
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Quality Control

Our Methyl (R)-(+)-3-(tert-Butoxycarbonyl)-2,2-Dimethyl-4-Oxazolidinecarboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D and production. Certificates of Analysis (COA) detailing identity, purity, and enantiomeric excess are provided with every shipment. We can support development with custom purity grades and analytical method development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This compound is moisture-sensitive (hygroscopic) and should be handled under anhydrous conditions when possible. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥98.0%
Enantiomeric Purity (Chiral HPLC) ≥99.0% ee
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%
Single Impurity (HPLC) ≤0.5%
Total Impurities (HPLC) ≤2.0%

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

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