(S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine
(S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine (CAS 490023-37-5) is a chiral phosphoramidite ligand with the molecular formula C28H22NO2P and a molecular weight of 435.45 g/mol. It is primarily utilised in asymmetric synthesis as a catalyst component. Specifically, it facilitates enantioselective reactions such as the 1,4-addition of arylboronic acids to unsaturated carbonyl compounds and the asymmetric hydrogenation of dehydroamino esters.
- IUPAC
- (+)-N-Benzyl-N-methyl-dinaphtho[2,1-d:1′,2′]dioxaphosphepin-4-amine, (11bS)
- Synonyms
- (+)-N-Benzyl-N-methyl-dinaphtho[2,1-d:1′,2′]dioxaphosphepin-4-amine, (11bS)490023-37-5C28H22NO2P
![(S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine — chemical structure, CAS 490023-37-5; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F490023-37-5.png&w=3840&q=75)
Asymmetric Catalysis
This phosphoramidite ligand is employed in rhodium-catalyzed enantioselective 1,4-addition reactions, enabling the synthesis of chiral products from prochiral substrates.
Asymmetric Hydrogenation
It serves as a key chiral auxiliary in the asymmetric hydrogenation of N-acylated β-dehydroamino esters, leading to enantiomerically pure β-amino acid derivatives.
Chemical Synthesis
The compound is a valuable reagent in advanced chemical synthesis, particularly for creating stereochemically defined molecules.
| Molecular weight | 435.45 |
|---|---|
| Empirical formula | C28H22NO2P |
| Assay | 97% |
| Application | Phosphoramidite ligand used in a rhodium-catalyzed enantioselective 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds.1 Also used in asymmetric hydrogenation of N-acylated β-dehydroamino esters to enantiopure β-amino acid derivatives.2 |
| Melting point | 155-159 °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 (S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine used for?
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(S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine is used as a phosphoramidite ligand in asymmetric synthesis, notably in rhodium-catalyzed enantioselective 1,4-addition reactions and asymmetric hydrogenation of dehydroamino esters.
What is the CAS number and molecular formula for this product?
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The CAS number is 490023-37-5, and the molecular formula is C28H22NO2P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at a purity of 97%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should this chemical be handled?
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This chemical has a WGK rating of 3 in Germany. Handling requires appropriate personal protective equipment including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter.
Is this product available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including (S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine, and can facilitate international shipments.
How can I request a quote or sample?
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To request a quote or sample for (S)-(+)-Benzyl(3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a′]dinaphthalen-4-yl)methylamine, please contact our sales department via our website or direct inquiry.
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