(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate

(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate
  • CAS No.:35193-64-7

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
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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:
Product Categories:Chiral Compound;Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Bases;Optical Resolution;Chiral Compounds;chiral;API intermediates;Synthetic Organic Chemistry;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;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).
form Powder
pka1.14±0.20(Predicted)
color white
optical activity[α]22/D +595°, c = 1.35 in methanol
BRN 4787775
CAS DataBase Reference35193-64-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39-22
WGK Germany 3
RTECS RZ2475100
F 10-23
HS Code 29199000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate Usage And Synthesis
Reaction
  1. Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex.
  2. Highly efficient Mannich reaction
  3. Acidic Resolving agent for certain amine/racemic mixtures.  
Chemical Propertieswhite to light yellow crystal powde
UsesThe S enantiomer of binaphthol derivative as chiral quenching agent.
UsesUsed as a chiral Bronsted acid catalyst in the enantoselective Mannich reaction.
Purification MethodsRecrystallise 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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