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L-Cysteine, N,S-Bis(tert-Butyldimethylsilyl)-, tert-Butyldimethylsilyl Ester CAS NO 110024-94-7


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CAS No.:110024-94-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

L-Cysteine, N,S-Bis(tert-Butyldimethylsilyl)-, tert-Butyldimethylsilyl Ester is a highly protected derivative of the essential amino acid L-cysteine, specifically designed for advanced organic synthesis. This compound is critically important as a key chiral building block in the production of complex pharmaceuticals and bioactive peptides, where it provides a stable, non-reactive form of the cysteine thiol group. It is primarily needed by research institutions and manufacturers in the pharmaceutical, biotechnology, and fine chemical sectors for applications requiring precise stereochemical control.

Application

  • Peptide Synthesis: Serves as a crucial, protected intermediate in solid-phase and solution-phase peptide synthesis (SPPS) to prevent unwanted side reactions of the thiol group.
  • Pharmaceutical Intermediates: Used as a chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs), particularly those containing cysteine or disulfide bonds.
  • Bioconjugation Chemistry: Acts as a precursor for introducing protected thiol handles into biomolecules for site-specific labeling or linker attachment.
  • Organometallic & Catalyst Ligands: Employed in the development of novel chiral ligands and catalysts for asymmetric synthesis.
  • Chemical Biology Research: Utilized in the study of protein structure-function relationships and the development of enzyme inhibitors.
  • Fine Chemical Production: Applied in the custom synthesis of complex, high-value specialty chemicals for agrochemical and material science applications.

Basic Information

Product Name L-Cysteine, N,S-Bis(tert-Butyldimethylsilyl)-, tert-Butyldimethylsilyl Ester
CAS No. 110024-94-7
Molecular Formula C20H45NO2SSi3
Molecular Weight 463.90 g/mol
Synonyms N,S-Bis(tert-butyldimethylsilyl)-L-cysteine tert-butyldimethylsilyl ester; L-Cysteine, N,S-bis[(1,1-dimethylethyl)dimethylsilyl]-, (1,1-dimethylethyl)dimethylsilyl ester; (2R)-2-[[tert-Butyl(dimethyl)silyl]amino]-3-[[tert-butyl(dimethyl)silyl]sulfanyl]propanoic acid tert-butyl(dimethyl)silyl ester; N,S-Bis(TBDMS)-L-cysteine O-TBDMS ester; TBDMS-Cys(TBDMS)-O-TBDMS; Fully protected L-cysteine TBDMS derivative
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Quality Control

Our L-Cysteine, N,S-Bis(tert-Butyldimethylsilyl)-, tert-Butyldimethylsilyl Ester is produced under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for chiral purity and assay, NMR for structural confirmation, and Karl Fischer titration for moisture content, to ensure it meets the high standards required for synthetic applications. Certificates of Analysis (COA) with full analytical data are provided for every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its hygroscopic and potentially air-sensitive nature. Keep away from heat and open flame.

Specification

Item Specification
Appearance White to off-white crystalline powder or solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Assay (HPLC) ≥97.0%
Chiral Purity (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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