(3aR,8aR)-(−)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine
(3aR,8aR)-(−)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (CAS 213843-90-4) is a chiral phosphoramidite ligand with a molecular weight of 539.60 g/mol. It is widely employed as a crucial component in asymmetric synthesis, facilitating stereoselective transformations. This compound is particularly valuable in catalysing reactions such as allylic allylation and conjugate addition, enabling the precise construction of chiral molecules.
- Synonyms
- 4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine213843-90-4
![(3aR,8aR)-(−)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine (C33H34NO4P) — chemical structure, CAS 213843-90-4; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F213843-90-4.png&w=3840&q=75)
Asymmetric Allylic Allylation
This phosphoramidite ligand serves as a key component in the iridium-catalyzed asymmetric allylic allylation of propenylboronates, enabling the stereoselective formation of new carbon-carbon bonds.
Asymmetric Conjugate Addition
It is utilised in copper-catalyzed asymmetric conjugate addition reactions, specifically for the addition of diethylzinc to α,β-unsaturated imines derived from amino acids, yielding enantiomerically enriched products.
Chiral Ligand in Catalysis
As a privileged chiral ligand, it plays a significant role in various asymmetric catalytic processes, contributing to the development of enantioselective synthetic methodologies.
| Molecular weight | 539.60 |
|---|---|
| Empirical formula | C33H34NO4P |
| Assay | 96% |
| Application | Phosphoramidite ligand employed in an asymmetric, iridium-catalyzed, allylic allylation of propenylboronates.1 Also used in a copper-catalyzed asymmetric conjugate addition of diethylzinc to α,β-unsaturated imines derived from amino acids.2 |
| Melting point | 218-221 °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 (3aR,8aR)-(−)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine used for?
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This compound is primarily used as a chiral phosphoramidite ligand in asymmetric synthesis, particularly in iridium-catalyzed allylic allylation and copper-catalyzed conjugate addition reactions.
What are the CAS number and formula for this compound?
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The CAS number is 213843-90-4, and the molecular formula is C33H34NO4P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with a minimum assay of 96%. It is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or other pharmacopoeial grades.
What are the safety and handling precautions for this chemical?
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This compound is classified under WGK 2 in Germany. Handle with appropriate personal protective equipment, including eyeshields and gloves. If dusts are generated, a type N95 (US) or P1 (EN143) respirator filter should be used. It has a melting point of 218-221 °C.
Is this chemical available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including this product, and can fulfil export orders worldwide.
How can I request a sample or a quote?
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Please contact our sales department via the website or email to request a sample or a quote for (3aR,8aR)-(−)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine.
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