104942-85-0 Usage
Description
(R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is a chiral amine chemical compound with the molecular formula C13H21NSi. It is characterized by the presence of a phenyl group and a trimethylsilylmethyl group attached to a nitrogen atom, making it a versatile building block for the synthesis of various organic molecules. (R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is widely recognized for its utility in asymmetric catalysis and as a chiral auxiliary, particularly in the preparation of pharmaceuticals and other biologically active molecules. Its ability to facilitate the stereoselective synthesis of complex organic compounds further enhances its value in the field of organic chemistry.
Uses
Used in Organic Synthesis:
(R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is used as a reagent in organic synthesis for its capacity to serve as a versatile building block in the creation of a wide array of organic molecules.
Used in Asymmetric Catalysis:
In the field of catalysis, (R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is utilized as a chiral auxiliary, playing a crucial role in asymmetric catalysis to induce selectivity in chemical reactions, leading to the preferential formation of one enantiomer over the other.
Used in Pharmaceutical Industry:
(R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of biologically active molecules with potential therapeutic applications.
Used in Stereoselective Synthesis:
(R)-(+)-N-1-phenylethyl-N-trimethylsilylmethylamine is employed in the stereoselective synthesis of complex organic compounds, where its chiral nature is leveraged to control the stereochemistry of the products formed, ensuring the production of desired enantiomers with high purity and selectivity.
Check Digit Verification of cas no
The CAS Registry Mumber 104942-85-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,9,4 and 2 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 104942-85:
(8*1)+(7*0)+(6*4)+(5*9)+(4*4)+(3*2)+(2*8)+(1*5)=120
120 % 10 = 0
So 104942-85-0 is a valid CAS Registry Number.
104942-85-0Relevant articles and documents
Non-stabilized azomethine ylides in [3 + 2] cycloadditions. Pyrrolidinylfuranones from (5S)-5-menthyloxy-4-vinylfuran-2(5H)-one
Gerlach, Kai,Hoffmann,Wartchow
, p. 3867 - 3872 (2007/10/03)
Upon sonication with lithium fluoride in acetonitrile N-benzyl-N-methoxymethyl(trimethylsilylmethyl)amines 9a-c undergo chemoselective 1,3-dipolar cycloaddition with 4-vinylfuranones 2 and 6 to afford pyrrolidinylfuranones 10, 11a-c and 12a-c. The stereochemistry is assigned by X-ray analyses and proton NMR data comparison of related oxiranylfuranone 13.
Single and double diastereoselection in azomethine ylide cycloaddition reactions with unsaturated chiral bicyclic lactams
Fray,Meyers
, p. 3362 - 3374 (2007/10/03)
Double diastereoselectivity data were analyzed to provide insight into the structural features that influence π-facial selectivity in 1,3-dipolar cycloadditions of chiral and achiral azomethine ylides to chiral, unsaturated bicyclic lactams. Three major steric contributions to the differences in stability (ΔΔG(≠)) between competing cycloaddition transition states were identified. The first major set of steric interactions involve that between the dipoles and the substituents on the left hemisphere (R2) and concave faces of the bicyclic lactams. This effectively hindered both α- and β-approaches in the nonextended transition states. The second major steric interaction was provided by the nonbonded interactions (i) between the R1 angular substituent on the bicyclic lactam and the π-system of the dipole. This interaction was shown to be very significant, causing reversal in π-facial attack of chiral and achiral dipoles when the angular substituent is changed from phenyl or methyl to hydrogen. The high diastereoselectivity observed now opens a route to highly substituted chiral, nonracemic pyrrolidines.
