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  • 700665 - (11bR)-2,6-Di-9-phenanthrenyl-4-hydroxy-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

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700665 Sigma-Aldrich

(11bR)-2,6-Di-9-phenanthrenyl-4-hydroxy-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

Synonym: (R)-3,3′-Bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate

  • CAS Number 864943-22-6

  • Empirical Formula (Hill Notation) C48H29O4P

  • Molecular Weight 700.72

  •  MDL number MFCD12546016

  •  PubChem Substance ID 329762222

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Chiral Phosphoric Acids
Quality Level   100
optical activity   [α]22/D −44.0°, c = 1 in DMSO
mp   390-400 °C
storage temp.   −20°C
SMILES string   OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)-c6cc7ccccc7c8ccccc68)-c9cc%10ccccc%10c%11ccccc9%11
InChI   1S/C48H29O4P/c49-53(50)51-47-43(41-25-29-13-1-5-17-33(29)37-21-9-11-23-39(37)41)27-31-15-3-7-19-35(31)45(47)46-36-20-8-4-16-32(36)28-44(48(46)52-53)42-26-30-14-2-6-18-34(30)38-22-10-12-24-40(38)42/h1-28H,(H,49,50)
InChI key   BVICVEIKBNVROI-UHFFFAOYSA-N

Description

Application

Catalyst for:
• Asymmetric hydrogenation cascade
• Enantioselective Friedel-Crafts reaction
• Asymmetric hydrogenation of 2-substituted quinolines
• Chiral Broensted acid catalyzed enantioselective a-aminoxylation of ene carbamates
• Preparation of β-carbolines via diastereo- and enantioselective N-acyliminium cyclization cascades of tryptamines and keto acids/esters
• Asymmetric transfer hydrogenation of substituted quinoxalines

Packaging

100 mg in amber glass bottle

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

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
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