(S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine
(S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine, CAS 497883-22-4, is a chiral phosphoramidite ligand with the molecular formula C36H30NO2P. Its unique structure makes it valuable in asymmetric synthesis, particularly for enantioselective catalytic reactions. Tech Serve Solutions supplies this advanced reagent for sophisticated chemical transformations.
- IUPAC
- (+)-N,N-Bis[(1R)-1-phenylethyl]-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, (11bS)
- Synonyms
- (+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine497883-22-4C36H30NO2P(11bS)-(+)-N,N-Bis[(1R)-1-phenylethyl]-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine
![(S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine (R)-(+)-(3) — chemical structure, CAS 497883-22-4; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F497883-22-4.png&w=3840&q=75)
Asymmetric Conjugate Addition
This phosphoramidite ligand facilitates highly enantioselective copper-catalyzed conjugate addition reactions of dialkylzincs to various Michael acceptors. It enables precise stereochemical control in the formation of carbon-carbon bonds.
Umpolung Allylation
It serves as a chiral ligand in palladium-catalyzed diethylzinc-mediated umpolung allylation reactions. This application demonstrates its utility in unique carbon-carbon bond-forming strategies.
Chiral Ligand in Catalysis
As a privileged ligand, it is instrumental in asymmetric catalysis, enabling the synthesis of enantiomerically enriched compounds. Its structural features are key to achieving high stereoselectivity.
| Molecular weight | 539.60 |
|---|---|
| Empirical formula | C36H30NO2P |
| Assay | 95% (HPLC) |
| Application | Chiral phosphoramidite ligand used in a highly enantioselective copper-catalyzed conjugate addition of diakylzincs to a variety of Michael acceptors.1,2,3 Also used in a palladium-catalyzed diethylzinc mediated umpolung allylation.4 |
| Melting point | 102-103 °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,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine used for?
+
This compound is a chiral phosphoramidite ligand employed in highly enantioselective asymmetric synthesis, notably in copper-catalyzed conjugate additions and palladium-catalyzed umpolung allylation reactions.
What is the CAS number and chemical formula?
+
The CAS number is 497883-22-4 and the empirical formula (Hill notation) is C36H30NO2P.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies this product with an assay of 95% (HPLC). We do not represent it as USP, BP, or EP grade.
How should this chemical be handled?
+
Handle with care using appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Observe GHS hazard information.
Is this chemical shipped internationally?
+
Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including this compound.
How can I request a quote or sample?
+
Please contact our sales team via the website or directly to arrange a quotation or request a sample.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis