(S)-3-(Boc-amino)-5-hexynoic acid
(S)-3-(Boc-amino)-5-hexynoic acid (CAS: 270596-47-9, C11H17NO4) is a valuable chiral building block featuring a terminal alkyne and a Boc-protected amine. With a molecular weight of 227.26 g/mol, this compound serves as a versatile intermediate in organic synthesis. Its unique structure facilitates applications in peptide chemistry, chemical biology, and the development of novel pharmaceutical agents. The presence of both an alkyne and a protected amino acid moiety makes it ideal for constructing complex molecules through click chemistry and other alkyne-based reactions.
- IUPAC
- Boc-(S)-3-amino-5-hexynoic acid
Peptide Synthesis
This compound acts as an unnatural amino acid derivative, enabling the incorporation of alkyne functionalities into peptide chains. This modification is crucial for subsequent bioconjugation strategies or for altering peptide structure and function.
Chemical Biology Research
Its terminal alkyne is readily available for bioorthogonal click chemistry reactions, allowing for the labeling and tracking of biomolecules in complex biological systems. It is useful for studying protein-ligand interactions or developing diagnostic tools.
Asymmetric Synthesis
As a chiral building block, (S)-3-(Boc-amino)-5-hexynoic acid is employed in the stereoselective synthesis of complex organic molecules, including potential drug candidates and natural products.
Drug Discovery Intermediate
The compound's distinct functional groups make it an attractive starting material or intermediate for synthesizing novel therapeutic agents and exploring structure-activity relationships.
| Molecular weight | 227.26 |
|---|---|
| Empirical formula | C11H17NO4 |
| Assay | 97.5-102.5% (with NaOH, T)98% |
| Optical activity | [α]/D +26±2°, c = 1 in ethanol |
| Optical purity | enantiomeric excess: ≥99.0% (HPLC) |
Hazard statements
- H302Harmful if swallowed
| Protective equipment | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 2811 6.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22 |
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)-3-(Boc-amino)-5-hexynoic acid used for?
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(S)-3-(Boc-amino)-5-hexynoic acid is primarily used as a chiral building block in asymmetric synthesis, peptide chemistry, and chemical biology research, particularly for its alkyne functionality in click chemistry applications and as an unnatural amino acid derivative for creating modified peptides and potential drug candidates.
What is the CAS number and molecular formula for this compound?
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The CAS number is 270596-47-9 and the molecular formula is C11H17NO4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-3-(Boc-amino)-5-hexynoic acid with an assay of 97.5-102.5% (with NaOH, T) / 98% and optical purity (enantiomeric excess) of ≥99.0% (HPLC). This product is suitable for research and development purposes. Tech Serve Solutions does not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should (S)-3-(Boc-amino)-5-hexynoic acid be handled safely?
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This compound is classified as harmful if swallowed (H302) and requires appropriate handling. Use a dust mask type N95 (US), together with eyeshields, face shields, and gloves. Ensure adequate ventilation and avoid dust formation. Refer to the Safety Data Sheet (SDS) for comprehensive safety information.
How is this chemical packed and exported?
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This chemical is packed in compliance with relevant transport regulations, including UN 2811 classification for toxic solids, organic, n.o.s. (6.1). TSS is experienced in global exporting and ensures all shipments meet international shipping standards.
How can I request a sample or quote for (S)-3-(Boc-amino)-5-hexynoic acid?
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To request a sample or obtain a quotation, please contact our sales department through the website or by phone. Provide the product name and CAS number (270596-47-9) for prompt service.
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