(S)-(−)-4-tert-Butyl hydrogen 2-azidosuccinate (dicyclohexylammonium) salt
(S)-(−)-4-tert-Butyl hydrogen 2-azidosuccinate (dicyclohexylammonium) salt, CAS 333366-23-7, is a chiral organic compound with the formula C8H13N3O4 · C12H23N and a molecular weight of 396.52 g/mol. This aspartic acid derivative features an azide group, making it a valuable building block in asymmetric synthesis. It is particularly useful in peptide chemistry and conjugation reactions, enabling the introduction of azido functionalities into complex molecules.
- IUPAC
- (S)-2-Azidobutanedioic acid 4-tert-butyl ester (dicyclohexylammonium) salt,(S)-2-Azidosuccinic acid 4-tert-butyl ester (dicyclohexylammonium) salt,Azido-Asp(tBu)-OH (dicyclohexylammonium) salt,N3-Asp(tBu)-OH (dicyclohexylammonium) salt
- Synonyms
- (S)-2-Azidobutanedioic acid 4-tert-butyl ester (dicyclohexylammonium) salt(S)-2-Azidosuccinic acid 4-tert-butyl ester (dicyclohexylammonium) saltAzido-Asp(tBu)-OH (dicyclohexylammonium) saltN3-Asp(tBu)-OH (dicyclohexylammonium) salt
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Asymmetric Synthesis
This chiral azide serves as a key intermediate in the stereoselective synthesis of complex organic molecules. Its defined stereochemistry allows for the precise construction of chiral centres, crucial in the development of pharmaceuticals and fine chemicals.
Peptide Chemistry
As an unnatural amino acid derivative, it is employed in the synthesis of modified peptides. The azide moiety can be further functionalised, for example, via click chemistry, to create novel peptide conjugates or peptidomimetics.
Conjugation Chemistry
The azide group readily participates in cycloaddition reactions, such as the copper-catalyzed or strain-promoted azide-alkyne cycloaddition (CuAAC or SPAAC). This enables its use in bioconjugation for attaching labels, probes, or other molecules to biomolecules.
Organic Building Block
This compound acts as a versatile building block for introducing both a chiral succinate framework and an azide functional group into organic syntheses. It offers a reliable route to nitrogen-containing heterocycles and other complex structures.
| Molecular weight | 396.52 |
|---|---|
| Empirical formula | C8H13N3O4 · C12H23N |
| Assay | ≥98.0% (CE)≥98.0% |
| Optical activity | [α]/D -41±2°, c = 1% in ethanol |
| Melting point | 34-38 °C |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (S)-(−)-4-tert-Butyl hydrogen 2-azidosuccinate (dicyclohexylammonium) salt used for?
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This compound is primarily used as a chiral building block in asymmetric synthesis, peptide chemistry, and conjugation reactions due to its aspartic acid derivative structure and azide functionality.
What is the CAS number and molecular formula?
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The CAS number for the free acid is 333366-23-7. The empirical formula (Hill notation) is C8H13N3O4 · C12H23N.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of ≥98.0%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety and handling precautions for this chemical?
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Handle this compound with appropriate personal protective equipment, including eyeshields and gloves. Ensure adequate ventilation and use a P1 (EN143) or N95 (US) respirator filter if necessary. The compound has a WGK Germany classification of 3.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions professionally packs, ships, and exports fine chemicals globally, adhering to all relevant regulations to ensure safe and timely delivery.
How can I request a sample or a quote for this product?
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To request a sample or obtain a quotation, please contact our sales team through the TSS website or by phone.
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