35193-64-7

Basic information

• 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 NO: 35193-64-7
• Molecular Formula: C₂₀H₁₃O₄P
• Molecular Weight: 349.3
• Product Categories: Chiral Compounds;chiral;API intermediates;Analytical Chemistry;e.e. / Absolute Configuration Determination (NMR);Enantiomer Excess & Absolute Configuration Determination;for Resolution of Bases;Optical Resolution;Synthetic Organic Chemistry;Chiral Compound;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Phosphine
• Mol File: 35193-64-7.mol

Chemical Properties

• Melting Point: ≥300 °C
• Boiling Point: 619.5 °C at 760 mmHg
• Flash Point: 328.5 °C
• Appearance: white/Powder
• Density: 1.49 g/cm³
• Refractive Index: 595 ° (C=1, MeOH)
• Storage Temp.: Refrigerator
• Solubility: Soluble in DMSO and methanol (hot).
• PKA: 1.14±0.20(Predicted)
• BRN: 4787775
• CAS DataBase Reference: (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(35193-64-7)
• EPA Substance Registry System: (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate(35193-64-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• RTECS: RZ2475100
• F: 10-23
• Hazardous Substances Data: 35193-64-7(Hazardous Substances Data)

Usage

Uses

Used in Chiral Quenching Applications:
(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral quenching agent for its ability to selectively interact with other chiral molecules, making it a valuable tool in the study and analysis of chiral compounds.
Used in Enantioselective Mannich Reactions:
In the field of organic chemistry, (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral Br?nsted acid catalyst in the enantioselective Mannich reaction. This reaction is an important method for the synthesis of chiral amines, which are crucial in the pharmaceutical industry for the development of drugs with specific biological activities.
Used in Pharmaceutical Industry:
(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate is used as a key intermediate in the synthesis of various pharmaceutical compounds, particularly those with chiral centers. Its unique properties allow for the creation of drugs with improved efficacy and selectivity.
Used in Chemical Synthesis:
(S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral building block in the synthesis of complex organic molecules, including those with potential applications in materials science, agrochemicals, and other specialty chemicals.
Used in Analytical Chemistry:
As a chiral reference standard, (S)-(+)-1,1'-Binaphthyl-2,2'-diyl hydrogenphosphate is used in analytical chemistry to determine the enantiomeric purity of other chiral compounds, helping to ensure the quality and consistency of enantiomerically pure products.

Reaction

Asymmetric hetero Diels-Alder reaction catalyzed by chiral lanthanide(III) complex. Highly efficient Mannich reaction Acidic Resolving agent for certain amine/racemic mixtures.

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.]

Upstream product

• 602-09-5 1,1'-bi-2-naphthol 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 35193-63-6 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate 
• 35294-28-1 (R)-2,2'-dimethoxy-1,1'-dinaphthyl 
• 7647-01-0 hydrogenchloride 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 124583-86-4 (R)-1,1'-binaphthalene-2,2'-diyl phosphoric acid chloride 
• 124583-86-4 (+/-)-1,1'-Binaphthyl-2,2'-diyl phosphorochloridate 

Downstream Products

• 35193-63-6 (R)-1,1'-binaphthyl-2,2'-phosphoric acid 
• 35193-63-6 (S)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate 
• 106463-17-6 (+)-Tamsulosin 
• 18531-94-7 (+)-2,2'-dihydroxy-1,1'-binaphthyl 
• 602-09-5 (-)-2,2'-dihydroxy-1,1'-binaphthyl 

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