65355-14-8 Usage
Uses
Used in Organic Light-Emitting Diodes (OLED) Industry:
(R)-(+)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BI-2-NAPHTHOL is used as a starting material for the preparation of octahydro-binaphthyl-based organic light-emitting diodes. Its unique molecular structure contributes to the development of advanced OLED materials with improved performance characteristics.
Used in Pharmaceutical Industry:
(R)-(+)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BI-2-NAPHTHOL is used as a ligand in the 1,4-hydrophosphinylation of methyl cyclohexene-1-carboxylate using diphenylphosphine oxide. This application is particularly relevant in the synthesis of CyPHOX ligands, which are valuable in the development of pharmaceutical compounds and catalysts for various chemical reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 65355-14-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,5,3,5 and 5 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 65355-14:
(7*6)+(6*5)+(5*3)+(4*5)+(3*5)+(2*1)+(1*4)=128
128 % 10 = 8
So 65355-14-8 is a valid CAS Registry Number.
InChI:InChI=1/C20H22O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h9-12,21-22H,1-8H2
65355-14-8Relevant academic research and scientific papers
Isothiourea-Catalysed Regioselective Acylative Kinetic Resolution of Axially Chiral Biaryl Diols
Qu, Shen,Greenhalgh, Mark D.,Smith, Andrew D.
supporting information, p. 2816 - 2823 (2019/02/05)
An operationally simple isothiourea-catalysed acylative kinetic resolution of unprotected 1,1′-biaryl-2,2′-diol derivatives has been developed to allow access to axially chiral compounds in highly enantioenriched form (s values up to 190). Investigation of the reaction scope and limitations provided three key observations: i) the diol motif of the substrate was essential for good conversion and high s values; ii) the use of an α,α-disubstituted mixed anhydride (2,2-diphenylacetic pivalic anhydride) was critical to minimize diacylation and give high selectivity; iii) the presence of substituents in the 3,3′-positions of the diol hindered effective acylation. This final observation was exploited for the highly regioselective acylative kinetic resolution of unsymmetrical biaryl diol substrates bearing a single 3-substituent. Based on the key observations identified, acylation transition state models have been proposed to explain the atropselectivity of this kinetic resolution.
