278173-23-2 Usage
Description
(5S)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-I& is a complex organic compound with a unique molecular structure. It is characterized by its chiral center at the 5S position, which gives it specific properties and reactivity. (5S)-2 2 3-TRIMETHYL-5-PHENYLMETHYL-4-I& is known for its application in the field of asymmetric catalysis, where it plays a crucial role in facilitating various chemical reactions with high enantiomeric excess.
Uses
Used in Chemical Synthesis:
(5S)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-I& is used as a metal-free organocatalyst for asymmetric catalysis. It is particularly effective in catalyzing asymmetric Diels-Alder reactions, 1,3-dipolar additions, and pyrrole alkylations, leading to the formation of chiral products with high enantiomeric excess. This makes it a valuable tool in the synthesis of complex organic molecules, including pharmaceuticals and natural products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (5S)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-I& is used as a key intermediate in the synthesis of various chiral drugs. Its ability to facilitate asymmetric reactions with high enantiomeric excess allows for the production of single-enantiomer drugs, which are often more effective and have fewer side effects than their racemic counterparts.
Used in Research and Development:
(5S)-2,2,3-TRIMETHYL-5-PHENYLMETHYL-4-I& is also used in research and development for the discovery and optimization of new asymmetric catalytic processes. Its unique properties make it an attractive candidate for the development of novel organocatalysts and the exploration of new reaction mechanisms.
Check Digit Verification of cas no
The CAS Registry Mumber 278173-23-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,8,1,7 and 3 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 278173-23:
(8*2)+(7*7)+(6*8)+(5*1)+(4*7)+(3*3)+(2*2)+(1*3)=162
162 % 10 = 2
So 278173-23-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H18N2O.ClH/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;/h4-8,11,14H,9H2,1-3H3;1H/t11-;/m0./s1
278173-23-2Relevant articles and documents
Structural diversity in imidazolidinone organocatalysts: A synchrotron and computational study
Burley, Jonathan C.,Gilmour, Ryan,Prior, Timothy J.,Day, Graeme M.
, p. o10-o14 (2008)
(5)-1-(Methylaminocarbonyl)-3-phenylpropanaminium chloride (52·HCl), C10H15N2O+·Cl-, crystallizes in the orthorhombic space group P21212 1 with a single formula unit per asymmetric unit. (5R/S)-5-Benzyl-2,2,3-trimethyl-4-oxoimidazolidin-1-ium chloride (R3 and S3), C13H19N2O+·Cl-, crystallize in the same space group as S2-HCl but contain three symmetry-independent formula units. (R/S)-5-Benzyl-2,2,3-trimethyl-4- oxoimidazolidin-1-ium chloride monohydrate (R4 and S4), C13H 19N2O+-Cl-·H2O, crystallize in the space group P21 with a single formula unit per asymmetric unit. Calculations at the B3LYP/6-31G(d,p) and B3LYP/6-311G(d,p) levels of the conformational energies of the cation in R3, S3, R4 and S4 indicate that the ideal gas-phase global energy minimum conformation is not observed in the solid state. Rather, the effects of hydrogen-bonding and van der Waals interactions in the crystal structure cause the molecules to adopt higher-energy conformations, which correspond to local minima in the molecular potential energy surface.
