ChemicalBook--->CAS DataBase List--->929097-92-7

929097-92-7

929097-92-7 Structure

929097-92-7 Structure
IdentificationBack Directory
[Name]

S-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
[CAS]

929097-92-7
[Synonyms]

(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 96%
(S)-3,3'-Bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.
[Molecular Formula]

C56H42O4PSi2
[MDL Number]

MFCD09265079
[MOL File]

929097-92-7.mol
[Molecular Weight]

866.075
Chemical PropertiesBack Directory
[Melting point ]

329-335°C
[alpha ]

+210° (c=1.0, CHCl3)
[density ]

1.32±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

solid
[pka]

1.17±0.20(Predicted)
[color ]

white to light-yellow
[optical activity]

[α]22/D +210°, c = 1 in chloroform
Hazard InformationBack Directory
[Chemical Properties]

Solid
[Uses]

(S)-3,3′-Bis(triphenylsilyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate can be used as a catalyst:
  • In the synthesis of 1,3-dioxolochroman skeletons by reacting 3-methyl-2-vinylindoles with ortho-quinone methides.
  • In the exo-selective cyclization of mupirocin methyl ester.
  • In the kinetic resolution of cyclic aliphatic syn-1,3-diols, which are used as valuable building blocks.

Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37
[WGK Germany ]

3
[HS Code ]

29319090
Questions and Answers (Q&A)Back Directory
[Reactions]

  1. Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of indoles with imines.
  2. Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of pyrrole derivatives with N-acyl imines.
  3. Chiral phosphoric acid catalyst used for the enantioselective transfer hydrogenation of hydroxylactams providing enantioenriched tetrahydro-β-carbolines (in dioxane) at room temperature (up to 94% yield, 90% ee).
  4. [Rh2(OAc)4]/chiral phosphoric acid catalyst used for the enantioselective symmetric, three-component reaction of diazo compounds with imines and water yielding β-amino-α-hydroxy acid derivatives.
  5. Enantioselective desymmetrization of prochiral allenic diols via cooperative catalysis of Pd(OAc)2 and a chiral phosphoric acid.
Reactions of 929097-92-7_1 Reactions of 929097-92-7_2
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