(4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol
(4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol (CAS 93379-49-8), a chiral Lewis acid ligand with the molecular formula C31H30O4, is instrumental in asymmetric synthesis. Its robust structure facilitates highly enantioselective transformations, making it a valuable reagent in the development of complex chiral molecules for pharmaceutical and fine chemical industries. Supplied by Tech Serve Solutions, it is recognised for its efficacy in promoting stereoselective reactions.
- IUPAC
- (+)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitol,(+)-trans-α,α′-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol),(4S,5S)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane
- Synonyms
- α,α′,α′,α′-tetraphenyldioxolane-4,5-dimethanol93379-49-8C31H30O4(4S,5S)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane(4S,5S)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-D-threitol
Enantioselective Diels-Alder Reactions
This dioxolane derivative acts as a chiral ligand for Lewis acids, enabling highly enantioselective Diels-Alder cycloadditions. The resulting chiral products are crucial building blocks in organic synthesis.
Chiral Allyltitanation
It serves as an effective chiral auxiliary in the allyltitanation of aldehydes, a key reaction for generating stereodefined homoallylic alcohols with controlled stereochemistry.
Stereoselective Michael-Mukaiyama Additions
The compound facilitates asymmetric Michael-Mukaiyama additions when complexed with titanium. This application is vital for the construction of carbon-carbon bonds with high stereocontrol.
| Molecular weight | 466.57 |
|---|---|
| Empirical formula | C31H30O4 |
| Assay | 97% |
| Optical activity | [α]19/D +67°, c = 1 in chloroform |
| Application | Ligand for enantioselective Lewis-acid mediated Diels-Alder,1 allyltitanation of aldehydes,2 and Michael-Mukaiyama additions promoted by chiral Ti-complexes.3 |
| Melting point | 193-196 °C(lit.) |
| 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 (4S,5S)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol used for?
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It is primarily used as a chiral ligand in asymmetric synthesis, facilitating enantioselective Diels-Alder reactions, allyltitanation of aldehydes, and Michael-Mukaiyama additions.
What is the CAS number and formula for this compound?
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The CAS number is 93379-49-8 and the empirical formula is C31H30O4.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 97%. It is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or any other pharmacopoeial grade.
What are the safety and handling considerations for this chemical?
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This compound requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It has a WGK Germany rating of 3, indicating it is a hazard to water.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions, established in 1998, is a specialist global supplier and exporter of fine chemicals. Products are carefully packed and exported in compliance with international regulations.
How can I request a sample or quote for this chemical?
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To request a sample or a quote, please contact our sales team through the details provided on the Tech Serve Solutions website.
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