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| (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Basic information | Reaction |
Product Name: | (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate | Synonyms: | (S)-(+)-BNP ACID;(S)-(+)-BNPA;(S)-(+)-BPA;(S)-4-HYDROXY DINAPHTHO[2,1-D:1',2'-F][1,3,2]-DIOXAPHOPHEPIN-4-OXID;(S)-4-HYDROXYDINAPHTHO[2,1-D:1',2'-F][1,3,2]DIOXAPHOSPHEPIN-4-OXIDE;(S)-(+)-1,1'-BINAPHTHELENE-2,2'-DIYL-PHOSPHATE;(S)-(+)-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE;S-1,1'-BINAPHTHYL-2,2'-DIYL HYDROGENPHOSPHATE | CAS: | 35193-64-7 | MF: | C20H13O4P | MW: | 348.29 | EINECS: | 233-305-4 | Product Categories: | Chiral Compound;Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;chiral;API intermediates;Chiral Compounds;Chiral Phosphine;bc0001 | Mol File: | 35193-64-7.mol | |
| (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Chemical Properties |
Melting point | ≥300 °C | alpha | 607.5 º (c=1.4,MeOH) | Boiling point | 619.5±38.0 °C(Predicted) | density | 1.49±0.1 g/cm3(Predicted) | refractive index | 595 ° (C=1, MeOH) | storage temp. | Sealed in dry,Room Temperature | solubility | Soluble in DMSO and methanol (hot). | pka | 1.14±0.20(Predicted) | form | Powder | color | white | optical activity | [α]22/D +595°, c = 1.35 in methanol | BRN | 4787775 | CAS DataBase Reference | 35193-64-7(CAS DataBase Reference) |
| (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Usage And Synthesis |
Reaction |
- Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
- Highly efficient Mannich reaction
- Acidic Resolving agent for certain amine/racemic mixtures.
| Chemical Properties | white to light yellow crystal powde | Uses | Used as a chiral Bronsted acid catalyst in the enantoselective Mannich reaction. | Uses | The S enantiomer of binaphthol derivative as chiral quenching agent. | Purification Methods | Recrystallise it from EtOH. Reflux for 3hours in N NaOH is required to hydrolyse the cyclic phosphate. [Jacques et al. Tetrahedron Lett 4617 1971, Arnold et al. Tetrahedron 24, 343 1983.] |
| (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Preparation Products And Raw materials |
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