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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 |
| EINECS | Contact for details |
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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