Molecular structure of (R)-TRIP, CAS Number: 791616-63-2
(R)-TRIP (CAS 791616-63-2)
Alternate Names:
(R)-3,3'-Bis(2,4,6-triisopropylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenph osphate; (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate; (11bR)-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; (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol cyclic monophosphate
Application:
(R)-TRIP is a chiral phosphonic acid ligand
CAS Number:
791616-63-2
Purity:
≥97%
Molecular Weight:
752.96
Molecular Formula:
C50H57O4P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(R)-TRIP, short for 3,3′-bis(2,4,6-triisopropylphenyl)-2,2′-binaphtholate, is a chiral phosphonic acid derived from BINOL. (R)-TRIP has been described as a ligand in the preparation of a Mo-based complex for chiral olefin metathesis catalysis. (R)-TRIP has also been used as a chiral Bronsted acid in an enantioselective cascade reaction to generate pharmaceutically relevant 3-substituted cyclohexylamines. (S)-TRIP (sc-236842) is also available.
(R)-TRIP (CAS 791616-63-2) References
- Organocatalytic asymmetric reaction cascade to substituted cyclohexylamines. | Zhou, J. and List, B. 2007. J Am Chem Soc. 129: 7498-9. PMID: 17530851
- New Enantiomerically Pure Alkylimido Mo-Based Complexes. Synthesis, Characterization, and Activity as Chiral Olefin Metathesis Catalysts. | Pilyugina, TS., et al. 2007. Organometallics. 26: 831-837. PMID: 19079732
- Organocatalytic enantioselective Pictet-Spengler approach to biologically relevant 1-benzyl-1,2,3,4-tetrahydroisoquinoline alkaloids. | Ruiz-Olalla, A., et al. 2015. J Org Chem. 80: 5125-32. PMID: 25909585
- NMR Spectroscopic Characterization of Charge Assisted Strong Hydrogen Bonds in Brønsted Acid Catalysis. | Sorgenfrei, N., et al. 2016. J Am Chem Soc. 138: 16345-16354. PMID: 27936674
- Origins of the enantioselectivity of a palladium catalyst with BINOL-phosphoric acid ligands. | Zhang, J. 2018. Org Biomol Chem. 16: 8064-8071. PMID: 30357234
- Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2 -Symmetric Biaryls. | Coombs, G., et al. 2020. Angew Chem Int Ed Engl. 59: 2875-2880. PMID: 31793137
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(R)-TRIP, 100 mg | sc-236662 | 100 mg | $328.00 | |||
(R)-TRIP, 500 mg | sc-236662A | 500 mg | $1245.00 |