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About This Item
Empirical Formula (Hill Notation):
C68H81O4P
Molecular Weight:
993.34
UNSPSC Code:
12161600
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Quality Level
reaction suitability
reagent type: ligand
refractive index
n/D
functional group
phosphine
SMILES string
OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)C6CCCCC6)C7CCCCC7
General description
(S)-TCYP is a chiral phosphoric acid catalyst that is commonly used in chemical synthesis. It has been found to be particularly effective in promoting enantioselective reactions. The sterically demanding triscyclohexylbenzene at the 3 and 3′ positions of (S)-TCYP contribute significant steric influence and ressult in its to its high levels of enantioselectivity.
Application
(S)-TCYP has been used in asymmetric aza-ene-type reactions, catalyzing the formation of C-C bonds with high levels of diastereoselectivity
Other Notes
Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.
NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.
NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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Find documentation for the products that you have recently purchased in the Document Library.
Understanding the Mechanism of the Asymmetric Propargylation of Aldehydes Promoted by 1,1?-Bi-2-Naphthol-Derived Catalysts
Grayson, M. N.; Goodman, J. M.
Journal of the American Chemical Society, 135, 6142-6148 (2013)
Mechanistic Insights into the BINOL-Derived Phosphoric Acid-Catalyzed Asymmetric Allylboration of Aldehydes
Grayson, M. N.; Pellegrinet, S. C.; Goodman, J. M.
Journal of the American Chemical Society, 134, 2716?2722- 2716?2722 (2012)
Articles
TRIP and TiPSY Chiral Phosphoric Acid Catalysts
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