3594-94-3 Usage
Description
(S)-2,2'-Bis(hydroxymethyl)-1,1'-binaphthyl, commonly known as (S)-BINOL, is a chiral compound characterized by its molecular formula C20H14O2. As a derivative of binaphthyl, it features two hydroxymethyl groups attached to a binaphthyl core, which grants it unique structural and chemical properties. (S)-2,2'-Bis-1,1'-binaphthyl is widely recognized for its applications in organic chemistry, particularly as a chiral ligand in asymmetric synthesis and catalysis, due to its ability to induce chirality in organic reactions and form enantiopure products.
Uses
Used in Pharmaceutical Industry:
(S)-BINOL is used as a chiral ligand for [asymmetric synthesis] to facilitate the production of enantiomerically pure pharmaceuticals. Its ability to induce chirality in organic reactions is crucial for creating the desired enantiomers, which are essential for the development of effective and safe medications.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-BINOL is utilized as a chiral ligand for [enantioselective catalysis] to synthesize chiral agrochemicals with improved selectivity and reduced environmental impact. The enantiomeric purity of these compounds is vital for their effectiveness and safety in agricultural applications.
Used in Fine Chemicals Synthesis:
(S)-BINOL serves as a chiral ligand for [asymmetric synthesis] in the preparation of various fine chemicals. Its unique structure and reactivity enable the production of high-quality enantiopure compounds, which are valuable in the fragrance, flavor, and specialty chemical industries.
Used in Enantioselective Catalysis:
(S)-BINOL is employed as a chiral ligand for [enantioselective catalysis] in organic chemistry research and development. Its role in enantioselective catalysis allows for the creation of novel compounds with high enantiomeric purity, which is essential for the advancement of chemical science and technology.
Check Digit Verification of cas no
The CAS Registry Mumber 3594-94-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,9 and 4 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3594-94:
(6*3)+(5*5)+(4*9)+(3*4)+(2*9)+(1*4)=113
113 % 10 = 3
So 3594-94-3 is a valid CAS Registry Number.
3594-94-3Relevant articles and documents
Solution-phase synthesis and evaluation of tetraproline chiral stationary phases
Dai, Zhi,Ye, Guozhong,Pittman Jr., Charles U.,Li, Tingyu
experimental part, p. 329 - 338 (2012/05/20)
A protocol was developed for the solution-phase synthesis of multigram amounts of two 9-fluorenylmethoxycarbonyl (Fmoc)-protected tetraproline peptides. These tetraproline peptides were then attached to amino derivatized silica gel. The replacement of the Fmoc group with the trimethylacetyl group lead to two tetraproline chiral stationary phases (CSPs). A comparison of the chromatographic behavior of these two solution-phase-synthesized tetraproline CSPs with that prepared by stepwise solid-phase synthesis revealed that all three had similar chromatographic performance for resolving 53 model analytes. This suggests that the solution-phase synthesis of oligoprolines, which allows for the specific benefits of good batch reproducibility, selector homogeneity, and possibly low cost, is a feasible alternative to the solid-phase synthesis of oligoproline CSPs. Copyright
Reductive ring opening of dihydrodibenzothiepine and dihydrodinaphtho- oxepine and -thiepine
Foubelo, Francisco,Moreno, Benjamín,Soler, Tatiana,Yus, Miguel
, p. 9082 - 9096 (2007/10/03)
The 4,4′di-tert-butylbiphenyl (DTBB)-catalysed lithiation of dihydrodibenzothiepine (1) at -78°C for 30 min followed by reaction with a carbonyl compound [tBuCHO, Ph(CH2)2CHO, PhCHO, (n-C5H11)2/
C2 Symmetric Amines. II. Asymmetric Synthesis of C2 (3S,3'S)-and (3R,3'R)Dimethyl 4H-DinaphthAzepines
Meyers, A. I.,Nguyen, Thanh H.
, p. 5873 - 5876 (2007/10/02)
The C2-symmetric dimethyl amines (1a, 1b) were prepared in high stereoselectivity by carbanion alkylation of their respective formamidines.
