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689785

Sigma-Aldrich

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

greener alternative

≥97.0% (qNMR)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C50H57O4P
CAS Number:
Molecular Weight:
752.96
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (qNMR)

form

lumps

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

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Greener Alternative Product

greener alternative category

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

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The List group focuses on the development of new concepts in catalysis. Since 1999, this research group has pioneered the development of organocatalysis as the third pillar of stereoselective catalysis, along side biocatalysis and transition metal catalysis.

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