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CAS 128544-05-8

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(S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)

Description:
(S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate) is a chiral compound commonly used in asymmetric synthesis and catalysis. It features a binaphthol backbone, which consists of two naphthol units connected by a single bond, and is functionalized with two trifluoromethanesulfonate (triflate) groups. The presence of these triflate groups enhances its reactivity and solubility in various organic solvents, making it a valuable reagent in organic chemistry. The compound exhibits strong optical activity due to its chiral nature, allowing it to selectively interact with other chiral molecules, which is crucial in the synthesis of enantiomerically pure compounds. Its triflate groups can act as excellent leaving groups in nucleophilic substitution reactions, facilitating the formation of carbon-carbon and carbon-heteroatom bonds. Additionally, (S)-(+)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate) is often employed in the development of chiral catalysts and ligands, contributing to advancements in the field of asymmetric synthesis and pharmaceutical chemistry.
Formula:C22H18F6O8S2
InChI:InChI=1S/C22H12F6O6S2/c23-21(24,25)35(29,30)33-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)34-36(31,32)22(26,27)28/h1-12H
InChI key:InChIKey=OYJLCOSEYYZULE-UHFFFAOYSA-N
SMILES:O(S(C(F)(F)F)(=O)=O)C1=C(C2=C(C=C1)C=CC=C2)C=3C4=C(C=CC3OS(C(F)(F)F)(=O)=O)C=CC=C4
Synonyms:
  • (S)-(+)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate)
  • (S)-(+)-Binol-Tf2
  • (S)-1,1'-Binaphthalene-2,2'-diyl bis(trifluoromethanesulfonate)
  • (S)-2,2′-Bis(trifluoromethanesulfonyloxy)-1,1′-binaphthalene
  • (S)-2,2′-Bis(trifluoromethanesulfonyloxy)-1,1′-binaphthyl
  • (S)-BINOL bis(triflate)
  • 1,1'-Binaphthalen-2,2'-Diylbis(Trifluormethansulfonat)
  • Methanesulfonic acid, 1,1,1-trifluoro-, 1,1′-(1S)-[1,1′-binaphthalene]-2,2′-diyl ester
  • Methanesulfonic acid, trifluoro-, (1S)-[1,1′-binaphthalene]-2,2′-diyl ester
  • Methanesulfonic acid, trifluoro-, [1,1′-binaphthalene]-2,2′-diyl ester, (S)-
  • See more synonyms
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