| Identification | Back 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 Properties | Back 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 Information | Back 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.
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| Questions and Answers (Q&A) | Back Directory | [Reactions]
- Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of indoles with imines.
- Chiral phosphoric acid catalyst used for the highly enantioselective Friedel-Crafts reaction of pyrrole derivatives with N-acyl imines.
- 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).
- [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.
- Enantioselective desymmetrization of prochiral allenic diols via cooperative catalysis of Pd(OAc)2 and a chiral phosphoric acid.
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Energy Chemical
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Sigma-Aldrich
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LaaJoo
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