(R)-(−)-(2-Butenoyl)-2,10-camphorsultam
(R)-(−)-(2-Butenoyl)-2,10-camphorsultam, CAS 94668-55-0, with the molecular formula C14H21NSO3 and a molecular weight of 283.39 g/mol, is a chiral auxiliary derived from camphor. This sulfur-containing organic compound is primarily employed in asymmetric synthesis, facilitating stereoselective chemical transformations. Its well-defined optical activity and structural features make it a valuable reagent in sophisticated organic chemistry research and development.
- IUPAC
- (2E)-1-[(3aS,6R,7aR)-Tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-buten-1-one,(N-Crotonyl)-(2R)-bornane-10,2-sultam
- Synonyms
- C14H21NSO3(2E)-1-[(3aS,6R,7aR)-Tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-buten-1-one,(N-Crotonyl)-(2R)-bornane-10,2-sultam
Chiral Auxiliary in Asymmetric Synthesis
This compound serves as a chiral auxiliary to induce stereoselectivity in various organic reactions. It can be covalently attached to a substrate, directing subsequent reactions to occur with high enantiomeric or diastereomeric excess, and is later cleaved.
Stereoselective Alkylation Reactions
It is particularly effective in controlling the stereochemistry of alkylation reactions, enabling the formation of chiral centres with high fidelity. This is crucial for the synthesis of enantiomerically pure pharmaceutical intermediates and fine chemicals.
Diels-Alder Reactions
The chiral sultam scaffold can be utilised to control stereoselectivity in cycloaddition reactions, such as the Diels-Alder reaction, leading to the formation of complex cyclic structures with defined stereochemistry.
| Molecular weight | 283.39 |
|---|---|
| Empirical formula | C14H21NSO3 |
| Assay | 97% |
| Optical activity | [α]24/D −100°, c = 1 in ethanol |
| Melting point | 180-184 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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 (R)-(−)-(2-Butenoyl)-2,10-camphorsultam used for?
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(R)-(−)-(2-Butenoyl)-2,10-camphorsultam is used as a chiral auxiliary in asymmetric synthesis to control stereoselectivity in chemical reactions, particularly in the synthesis of enantiomerically pure compounds.
What are the CAS number and molecular formula?
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The CAS number is 94668-55-0, and the empirical formula is C14H21NSO3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-(−)-(2-Butenoyl)-2,10-camphorsultam with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications.
How should (R)-(−)-(2-Butenoyl)-2,10-camphorsultam be handled safely?
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This compound is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Recommended personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Handle in a well-ventilated area and avoid breathing dust.
Is this chemical exported by Tech Serve Solutions?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including (R)-(−)-(2-Butenoyl)-2,10-camphorsultam.
How can I request a sample or quote?
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Please use the 'Request a Quote' or 'Request Sample' buttons on our website, or contact our sales team directly with your inquiry, including the product name and CAS number (94668-55-0).
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