50888-84-1 Usage
Description
BENZYL (S)-(-)-2-(1-PYRROLIDINYLCARBONYL)-1-PYRROLIDINECARBOXYLATE is a chiral compound that serves as a crucial intermediate in the synthesis of various organic compounds. It is characterized by its unique molecular structure, which features a benzyl group attached to a chiral pyrrolidine core. This structure endows it with specific properties that make it valuable in the field of organic chemistry.
Uses
Used in Pharmaceutical Industry:
BENZYL (S)-(-)-2-(1-PYRROLIDINYLCARBONYL)-1-PYRROLIDINECARBOXYLATE is used as an intermediate in the preparation of organocatalysts for the Michael addition of cyclic ketones. This application is crucial in the synthesis of pharmaceutical compounds, as it allows for the efficient and selective formation of new carbon-carbon bonds, which are essential for the creation of complex molecular structures.
Used in Chemical Synthesis:
In the field of chemical synthesis, BENZYL (S)-(-)-2-(1-PYRROLIDINYLCARBONYL)-1-PYRROLIDINECARBOXYLATE is used as a hydrazone-based chiral auxiliary. This application is particularly important for the preparation of chiral ketones, which are key building blocks in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and natural products. The use of this chiral auxiliary ensures that the desired enantioselectivity is achieved, leading to the formation of the correct stereoisomer with high purity.
Overall, BENZYL (S)-(-)-2-(1-PYRROLIDINYLCARBONYL)-1-PYRROLIDINECARBOXYLATE is a versatile and valuable compound in the realm of organic chemistry, with applications spanning across various industries, particularly in the development of pharmaceuticals and the synthesis of complex organic molecules. Its unique structure and properties make it an essential component in the design and synthesis of new and innovative compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 50888-84-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,8,8 and 8 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 50888-84:
(7*5)+(6*0)+(5*8)+(4*8)+(3*8)+(2*8)+(1*4)=151
151 % 10 = 1
So 50888-84-1 is a valid CAS Registry Number.
InChI:InChI=1/C17H22N2O3/c20-16(18-10-4-5-11-18)15-9-6-12-19(15)17(21)22-13-14-7-2-1-3-8-14/h1-3,7-8,15H,4-6,9-13H2/t15-/m0/s1
50888-84-1Relevant articles and documents
Rational design of simple organocatalysts for the hsicl3 enantioselective reduction of (E)-n-(1-phenylethylidene)aniline
Burguete, Maria Isabel,García-Verdugo, Eduardo,Luis, Santiago V.,Maciá, María,Martí-Centelles, Vicente,Porcar, Raúl
supporting information, (2021/11/30)
Prolinamides are well-known organocatalysts for the HSiCl3 reduction of imines; however, custom design of catalysts is based on trial-and-error experiments. In this work, we have used a combination of computational calculations and experimental work, including kinetic analyses, to properly understand this process and to design optimized catalysts for the benchmark (E)-N-(1-phenylethylidene)aniline. The best results have been obtained with the amide derived from 4-meth-oxyaniline and the N-pivaloyl protected proline, for which the catalyzed process is almost 600 times faster than the uncatalyzed one. Mechanistic studies reveal that the formation of the component supramolecular complex catalyst-HSiCl3-substrate, involving hydrogen bonding breaking and costly conformational changes in the prolinamide, is an important step in the overall process.
Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones
Clarke, Sarah L.,McSweeney, Christina M.,McGlacken, Gerard P.
, p. 356 - 361 (2014/04/03)
A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.
Prolylprolinol-catalyzed asymmetric michael addition of aliphatic aldehydes to nitroalkenes
Lu, Dengfu,Gong, Yuefa,Wang, Weizhou
supporting information; experimental part, p. 644 - 650 (2010/06/20)
Several novel prolylprolinol catalysts have been designed and synthesized. This type of compound showed high catalytic efficiency on pro-moting the direct addition of unmodified aldehydes to nitroalkenes. Among the catalysts surveyed, the least bulky memb
