143140-06-1 Usage
Description
(3S-CIS)-(+)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7A H)-ONE is a chiral bicyclic lactam characterized by its cream crystalline powder form. It is known for its high levels of asymmetric induction, making it a valuable compound in various chemical reactions and applications.
Uses
Used in Chemical Synthesis:
(3S-CIS)-(+)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7A H)-ONE is used as a chiral building block for the synthesis of complex organic molecules. Its high levels of asymmetric induction are beneficial for creating enantiomerically pure compounds, which are essential in the pharmaceutical industry and other areas where stereochemistry plays a crucial role.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (3S-CIS)-(+)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7A H)-ONE is used as a key intermediate in the development of new drugs. Its unique structure and chiral properties allow for the creation of novel therapeutic agents with improved efficacy and selectivity.
Used in Catalysts and Reagents:
(3S-CIS)-(+)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7A H)-ONE is also utilized as a catalyst or reagent in various chemical reactions, such as cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations. Its ability to induce high levels of asymmetry makes it a valuable tool for enhancing the selectivity and yield of these reactions.
Used in Research and Development:
In the field of research and development, (3S-CIS)-(+)-2,3-DIHYDRO-7A-METHYL-3-PHENYLPYRROLO[2,1-B]OXAZOL-5(7A H)-ONE serves as a valuable compound for exploring new reaction mechanisms and developing innovative synthetic methods. Its unique properties and applications contribute to the advancement of chemical science and technology.
Check Digit Verification of cas no
The CAS Registry Mumber 143140-06-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,3,1,4 and 0 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 143140-06:
(8*1)+(7*4)+(6*3)+(5*1)+(4*4)+(3*0)+(2*0)+(1*6)=81
81 % 10 = 1
So 143140-06-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H13NO2/c1-13-8-7-12(15)14(13)11(9-16-13)10-5-3-2-4-6-10/h2-8,11H,9H2,1H3/t11-,13-/m1/s1
143140-06-1Relevant articles and documents
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.
