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  • 665363 - (S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine

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665363 Sigma-Aldrich

(S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)bis(1-phenylethyl)amine

95% (HPLC)

Synonym: (+)-N,N-Bis[(1R)-1-phenylethyl]-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine, (11bS)

  • CAS Number 497883-22-4

  • Empirical Formula (Hill Notation) C36H30NO2P

  • Molecular Weight 539.60

  •  MDL number MFCD08561138

  •  PubChem Substance ID 24884733

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, DSM MonoPhos Phosphoramidites, Privileged Ligands and Complexes More...
Quality Level   100
assay   95% (HPLC)
mp   102-103 °C
SMILES string   C[C@@H](N([C@H](C)c1ccccc1)P2Oc3ccc4ccccc4c3-c5c(O2)ccc6ccccc56)c7ccccc7
InChI   1S/C36H30NO2P/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40/h3-26H,1-2H3/t25-,26-/m1/s1
InChI key   LKZPDRCMCSBQFN-CLJLJLNGSA-N

Description

Application

DSM MonoPhos Family of Highly Efficient Privileged Ligands

Chiral phosphoramidite ligand used in a highly enantioselective copper-catalyzed conjugate addition of diakylzincs to a variety of Michael acceptors. Also used in a palladium-catalyzed diethylzinc mediated umpolung allylation.

Packaging

100, 500 mg in glass insert

2 g in glass bottle

Features and Benefits

Advantages of the MonoPhos® ligands:
• Superior enantiocontrol in numerous transformations
• High activities at low catalyst loadings
• Hydrogenations under low-pressure conditions

Legal Information

Sold under license from DSM for research purposes only.

MonoPhos is a registered trademark of DSM IP Assets B.V.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

DSM MonoPhos™ Family - Highly Efficient Privileged Ligands

Feringa and co-workers have invented a diverse array of chiral, monodentate phosphoramidites based on the privileged BINOL platform.1 The MonoPhos™ family has exhibited high levels of enantiocontrol ...
Aldrich ChemFiles 2006, 6.4, 15.
Keywords: Addition reactions, Alkylations, Asymmetric synthesis, Catalysis, Chemfiles, Desymmetrizations, Hydrogenations, Ligands

DSM MonoPhos™

In collaboration with DSM, we are pleased to offer a range of MonoPhos™ ligands for the research market.† Feringa and co-workers have invented a diverse array of these chiral, monodentate phosphorami...
ChemFiles 2006, 6.8, 7.
Keywords: Addition reactions, Alkylations, Aminations, Annulations, Asymmetric synthesis, Building blocks, Catalysis, Cyclizations, Desymmetrizations, Drug discovery, Hydrogenations, Infrared spectroscopy, Ligands, Organic synthesis, Oxidations, Substitutions

Related Content

DSM MonoPhos Family- Highly Efficient Privileged Ligands

In collaboration with DSM, we are pleased to offer a range of MonoPhos™ ligands to the research market.† Feringa and co-workers have invented a diverse array of these chiral, monodentate phosphoramid...
Keywords: Addition reactions, Alkylations, Aminations, Annulations, Asymmetric synthesis, Building blocks, Catalysis, Cyclizations, Desymmetrizations, Drug discovery, Hydrogenations, Infrared spectroscopy, Ligands, Organic synthesis, Oxidations, Substitutions

Peer-Reviewed Papers
15

References

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