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(2S)-2-[[[(1,1-Dimethylethyl)Diphenylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester CAS NO 138871-56-4


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CAS No.:138871-56-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S)-2-[[[(1,1-Dimethylethyl)Diphenylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester is a high-purity, advanced pharmaceutical intermediate featuring a tert-butyldiphenylsilyl (TBDPS) protecting group. This compound is critical for enabling complex synthetic routes in medicinal chemistry, particularly in the production of chiral drugs and bioactive molecules. It is primarily utilized by research institutions and pharmaceutical manufacturers engaged in the development of protease inhibitors, neurological agents, and other sophisticated active pharmaceutical ingredients (APIs).

Application

  • Pharmaceutical Intermediate: A key chiral building block in the multi-step synthesis of complex drug molecules, especially those targeting viral proteases.
  • Peptide Mimetic Synthesis: Used in the construction of peptidomimetics and proline-derived scaffolds for drug discovery programs.
  • Asymmetric Synthesis: Serves as a protected precursor in stereoselective reactions to introduce chiral centers with high enantiomeric purity.
  • API Development: Integral to the research, development, and scale-up of new chemical entities (NCEs) and generic APIs.
  • Process Chemistry: Employed in route scouting and optimization for cost-effective and scalable manufacturing processes.
  • Academic & Contract Research: A valuable reagent for synthetic organic chemistry research in academic labs and CROs (Contract Research Organizations).

Basic Information

Product Name (2S)-2-[[[(1,1-Dimethylethyl)Diphenylsilyl]Oxy]Methyl]-5-Oxo-1-Pyrrolidinecarboxylate-1,1-Dimethylethyl Ester
CAS No. 138871-56-4
Molecular Formula C27H37NO5Si
Molecular Weight 483.68 g/mol
Synonyms tert-Butyl (2S)-2-[[(tert-butyldiphenylsilyl)oxy]methyl]-5-oxopyrrolidine-1-carboxylate; (S)-1-Boc-5-oxo-2-pyrrolidinemethanol TBDPS ether; (S)-1-(tert-Butoxycarbonyl)-5-oxo-2-pyrrolidinemethyl tert-butyldiphenylsilyl ether; 1-Boc-5-oxo-(S)-prolinol TBDPS ether; TBDPS-(S)-1-Boc-5-oxoproline; (S)-1-Boc-2-(TBDPS-oxymethyl)-5-pyrrolidinone; 138871-56-4; tert-Butyl (S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-5-oxopyrrolidine-1-carboxylate
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Quality Control

Every batch of this advanced intermediate is produced and tested under a strict quality management system to ensure high chemical purity and chiral integrity, which are paramount for downstream pharmaceutical synthesis. Our standard quality commitment includes comprehensive analysis by HPLC, NMR, and chiral methods to confirm identity, purity, and enantiomeric excess. Certificates of Analysis (COA) detailing all test results are provided and can be tailored to meet specific customer or regulatory 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 product is hygroscopic (moisture-sensitive) and should be handled under dry conditions, such as in a glovebox or under an inert atmosphere, for long-term storage or after opening to prevent degradation.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Enantiomeric Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%

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

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