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  • 689785 - (S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

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689785 Sigma-Aldrich

(S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

Green Alternative

≥97.0% (qNMR)

Synonym: (11bS)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide, (S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol cyclic monophosphate, (S)-TRIP

  • CAS Number 874948-63-7

  • Empirical Formula (Hill Notation) C50H57O4P

  • Molecular Weight 752.96

  •  MDL number MFCD10567009

  •  PubChem Substance ID 329761289

  •  NACRES NA.22

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Properties

Related Categories 12 Principles Aligned Products, Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Chiral Phosphoric Acids,
Quality Level   100
assay   ≥97.0% (qNMR)
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
SMILES string   CC(C)c1cc(C(C)C)c(c(c1)C(C)C)-c2cc3ccccc3c-4c2OP(O)(=O)Oc5c(cc6ccccc6c-45)-c7c(cc(cc7C(C)C)C(C)C)C(C)C
InChI   1S/C50H57O4P/c1-27(2)35-23-39(29(5)6)45(40(24-35)30(7)8)43-21-33-17-13-15-19-37(33)47-48-38-20-16-14-18-34(38)22-44(50(48)54-55(51,52)53-49(43)47)46-41(31(9)10)25-36(28(3)4)26-42(46)32(11)12/h13-32H,1-12H3,(H,51,52)
InChI key   AGQAQYPGJDBIQR-UHFFFAOYSA-N

Description

Application

Versatile organocatalyst. Uses include asymmetric reductive amination, enantioselective Diels-Alder reactions and asymmetric counteranion-directed catalysis (ACDC). Can be used in cooperation with chiral iridium complexes to catalyze greener asymmetric reductive amination using hydrogen gas.

Metal-Brønsted Acid Cooperative Catalysis for Asymmetric Reductive Amination

Packaging

100, 500 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

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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Protocols & Articles

Articles

Professor Benjamin List – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Professor Benjamin List – Professor Product Portal
Keywords: Aldol reaction, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Organocatalysis

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