(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate
(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (CAS 925706-40-7) is a specialized organocatalyst with a molecular weight of 449.29 g/mol. This chiral compound is primarily utilised in asymmetric synthesis for the enantioselective preparation of complex organic molecules. Its unique structure facilitates a range of catalytic transformations, making it a valuable reagent in modern synthetic chemistry.
- Synonyms
- 2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate
![(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (C23H28BF4N3O) — chemical structure, CAS 925706-40-7; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F925706-40-7.png&w=3840&q=75)
Catalyst for Intermolecular Conjugate Addition
This compound serves as a catalyst for the intermolecular conjugate addition of alcohols to unsaturated ketones and esters. This reaction is crucial for building carbon-oxygen bonds stereoselectively.
Enantioselective Mannich Reactions
It catalyses the enantioselective Mannich reactions of a-aryloxyacetaldehydes with imines, leading to the formation of chiral β-amino carbonyl compounds. This is a key transformation in the synthesis of pharmaceuticals and fine chemicals.
Asymmetric Synthesis of Cyclopentenes
The catalyst promotes carbene-catalyzed intramolecular aldol reactions of allyl diketones. This process results in the asymmetric synthesis of cyclopentenes, accompanied by lactonization and carbon dioxide expulsion.
Ester Preparation via Tandem Oxidation
It is employed in the preparation of esters through a tandem oxidation process. This method is applicable to allylic, benzylic, and propargylic alcohols or aldehydes.
| Molecular weight | 449.29 |
|---|---|
| Empirical formula | C23H28BF4N3O |
| Application | Catalyst for:• Intermolecular conjugate addition of alcohols to unsaturated ketones and esters1• Preparation of β-amino carbonyl compounds by N-heterocyclic carbene-catalyzed enantioselective Mannich reactions of a-aryloxyacetaldehydes with imines2• Asymmetric synthesis of cyclopentenes from allyl diketones by carbene-catalyzed intramolecular aldol reaction, lactonization, and carbon dioxide expulsion3• Preparation of esters via tandem oxidation of allylic/benzylic/propargyl alcohols or aldehyde4 |
| Melting point | 200-206 °C |
Hazard statements
- H413May cause long-lasting harmful effects to aquatic life
| 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)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate used for?
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(S)-5-Benzyl-2-mesityl-6,6-dimethyl-6,8-dihydro-5H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate is used as a catalyst in various asymmetric synthesis reactions, including conjugate additions, Mannich reactions, and intramolecular aldol reactions, as well as in the preparation of esters via tandem oxidation.
What is the CAS number and formula for this compound?
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The CAS number is 925706-40-7, and the empirical formula is C23H28BF4N3O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical for research and development purposes. We do not represent it as a USP, BP, or EP grade. Please refer to the product's Certificate of Analysis for specific purity details.
What are the safety and handling considerations?
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This compound may cause long lasting harmful effects to aquatic life (H413). Ensure adequate ventilation and wear appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. Handle with care in a well-ventilated area.
How is this product shipped and exported?
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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. Products are carefully packed and shipped according to international regulations for hazardous materials.
How can I request a sample or quote?
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To request a sample or a quote, please contact our sales team through the enquiry form on our website or by calling our office. Please reference the product name and CAS number.
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