Tag: 602-09-5

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Racemic 2,2′-dihydroxy-1,1′-binaphthyl (rac-BINOL, 1.6 g, 5.6 mmol), half the amount of ammonium sulfite monohydrate (AR, as described in Table 2 as aminating agent 9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) were placed in an autoclave. The mixture in the autoclave was stirred at the reaction temperature described in Table 2 for half the reaction time described in Table 2 and the mixture was cooled to 25 C. To the cooled reaction mixture, the remaining half amount of AR (9.0 g, 67 mmol) and aqueous ammonia (12 mL, 174 mmol) described in Table 2 were added, and the reaction described in Table 2 was performed again.The mixture was stirred at the temperature for the remaining reaction time described in Table 2.The reaction mixture was cooled to 25 C., and the resulting solid was washed with water and filtered. The filtrate was recrystallized with benzene to separate rac-NOBIN and DBC.The reaction yield was calculated from chiral HPLC, and the isolated yield recrystallized from benzene was calculated and described in Table 2.

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RIKEN Institute of Physical and Chemical Research; Kawamoto, Masuki; Ito, Yoshihiro; (24 pag.)JP2019/43941; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

Example 15: Separation of (S)-1 , 1 ‘-bi-2-naphthol from (RS)-1 ,1′-bi-2-naphthol via formation of binary/ternary co-crystal with 3-alkyl-4-(1′-phenylethylamino)butanoic acid. 3-alkyl-4-(1′-phenylethylamino)butanoic acid (0.385 moles) was dissolved in methanol (five volumes) and (RS)-1 ,1′-bi-2-naphthol (0.35 moles, i.e. 100 g) was added to it at room temperature. The mixture was stirred at 50 C for 2 hour, during which time solid precipitate came out from the reaction mixture. Reaction mixture was allowed to cool to room temperature and filtered under reduced pressure to obtain solid co-crystal.Co-crystal was suspended in methanol (five volumes) and stirred at 50 C for 2 h. After which reaction mixture was cooled to room temperature and filtered under reduced pressure to obtain pure solid co-crystal.Pure co-crystal was suspended in a biphasic mixture of ethyl acetate (2.5 volumes) and 1Lambda/ hydrochloric acid (2.5 volumes) and stirred for 30 to 45 min to decompose the complex. Aqueous phase was washed with 2 volumes of ethyl acetate. Organic phases were mixed together and washed with brine, followed by drying over sodium sulfate. Solvent was evaporated under vacuum to obtain optically pure (S)-1 ,1′-bi-2-naphthol which was analyzed for ee on chiral chromatography.Chiral chromatographic conditions for (S)-1.1′-bi-2-naphtholRetention time for (S)-1, 1′-bi-2-naphthol : 17.77 minRetention time for (R)-1, 1′-bi-2-naphthol : 20.64 minInstrument HPLC using a Shimadzu LC 2010 system equipped Pump, Injector, UV detector and Recorder Column: Chiral Pak IA, 4.6mm x 250mm, 5muiotaeta, column oven temperature 40 C Detector. UV at 230 nm.Mobile phase: n-hexane (94) :n-butanol (5) : ethanol (1): trifluoroacetic acid (0.3 mL) Flow rate: 1 mL minInjection volume: 20 muIota.Yield and enantiomeric excess of (S)-1 ,1′-bi-naphthol using various 3-alkyl-4-(1′- phenylethylamino)butanoic acids for co-crystal formation during resolution of (RS)-1 ,1 – bi-naphthol are tabulated below in table 4:Table 4* Data represented for antipode of (S)-1 ,1’-bi-naphthol.

As the paragraph descriping shows that 602-09-5 is playing an increasingly important role.

Reference£º
Patent; LUPIN LIMITED; ROY, Bhairab, Nath; SINGH, Girij, Pal; LATHI, Piyush, Suresh; MITRA, Rangan; WO2012/7814; (2012); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

5.73 g (20 mmol) of (1,1?-binaphthalene)-2,2?-diol and 4.10 g (20 mmol) of p-TsOH were dissolved in 150 mL of toluene, and then stirred at about 100 C. for about 12 hours. The resulting product was cooled down to room temperature, and an aqueous potassium carbonate solution was added thereto, followed by extraction three times with 60 mL of ethyl acetate. An organic layer was collected from the resulting product and dried using magnesium sulfate. After evaporating the solvent from the resulting product, the residue was separated and purified using silica gel column chromatography to obtain 3.76 g (Yield: 70%) of Intermediate I-1. This compound was identified using liquid chromatography-mass spectrometry (LC-MS). (0315) C20H12O: M+1 268.3

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; SAMSUNG DISPLAY CO., LTD.; Park, Junha; Kim, Youngkook; Sim, Munki; Lee, Eunyoung; Jeong, Eunjae; Hwang, Seokhwan; Kim, Donghyun; (122 pag.)US2016/285011; (2016); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

602-09-5, [1,1′-Binaphthalene]-2,2′-diol is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Sodium hydride (0.7 g, 17.5 mmol) and 20 ml of anhydrous THF were added to a reaction flask equipped with a stirring apparatus, and stirred. a mixture of BINOL (2 g, 7.0 mmol) and 15 ml of anhydrous THF was added dropwise to the reactor through a constant pressure dropping funnel at 0 C, after completion, in this state for at least 15 minutes;To the reactor, chloromethyl methyl ether (1.33 ml, 17.5 mmol) was added, and after the addition, the temperature was raised to room temperature, stirring was continued, and the reaction was stopped by TLC until the starting point disappeared; then 100 ml of water was added to the reactor. The organic phase was separated with a sep. funnel, and the aqueous phase was extracted three times with ethyl acetate. The organic phase was combined and washed twice with saturated sodium hydrogen carbonate and brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and purified by silica gel column chromatography (ethyl ether: ethyl acetate = 20:1, v/v)The compound of formula IIa was obtained in a yield of 88%

The synthetic route of 602-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong Hao Shun Oudisi Technology Co., Ltd.; East China University of Science and Technology; Wang Limin; Liu Xianghai; Cheng Xiaorong; Tian He; Cheng Yi; Han Jianwei; Lv Jiale; (12 pag.)CN109796369; (2019); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.602-09-5,[1,1′-Binaphthalene]-2,2′-diol,as a common compound, the synthetic route is as follows.

under nitrogen protection,2.5 g of binaphthol was dissolved in 100 ml of tetrahydrofuran,The solution was cooled to 0 C,Then slowly add 0.88 g of sodium hydride and stir for 15 minutes.Take 1.65 ml of 98% chloromethyl ether slowly,The mixture was warmed to room temperature for 4 hours and quenched with water.Extracted with ethyl acetate, dried over anhydrous sodium sulfate,The column was purified by silica gel column to give 2.3 g of product as a 71% yield.

602-09-5 [1,1′-Binaphthalene]-2,2′-diol 762831, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; University of Jinan; LYU, ZHENGLIANG; HUANG, XIMING; FAN, CHUNHUA; (12 pag.)CN104496997; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare