37498-95-6 Usage
Description
(R)-4-Benzyl-oxazolidine-2,5-dione, also known as D-mannitol benzyl oxazolidine-2,5-dione, is a chemical compound with the molecular formula C10H9NO3. It is a chiral molecule that serves as a crucial precursor in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows it to be used as a building block in the synthesis of enantiopure compounds and as a chiral ligand in asymmetric catalysis.
Uses
Used in Pharmaceutical Industry:
(R)-4-Benzyl-oxazolidine-2,5-dione is used as a chiral building block for the synthesis of active pharmaceutical ingredients. Its ability to create enantiopure compounds makes it a valuable asset in the development of single-enantiomer drugs, which can have significant advantages in terms of efficacy and safety over their racemic counterparts.
Used in Agrochemical Industry:
In the agrochemical industry, (R)-4-Benzyl-oxazolidine-2,5-dione is utilized as a precursor in the synthesis of crop protection products. Its role as a chiral building block allows for the development of more targeted and effective pesticides, reducing the potential for harm to non-target organisms and the environment.
Used in Asymmetric Catalysis:
(R)-4-Benzyl-oxazolidine-2,5-dione is also used as a chiral ligand in asymmetric catalysis, a technique that is essential for the production of enantiomerically pure compounds. This application is particularly important in the synthesis of complex molecules, such as those found in the pharmaceutical and agrochemical industries, where the stereochemistry of the molecule can significantly impact its biological activity.
Check Digit Verification of cas no
The CAS Registry Mumber 37498-95-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,7,4,9 and 8 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 37498-95:
(7*3)+(6*7)+(5*4)+(4*9)+(3*8)+(2*9)+(1*5)=166
166 % 10 = 6
So 37498-95-6 is a valid CAS Registry Number.
37498-95-6Relevant articles and documents
Large-scale synthesis of α-amino acid-N-carboxyanhydrides
Semple, J. Edward,Sullivan, Bradford,Sill, Kevin N.
, p. 53 - 61 (2016/12/30)
Hetero- and homopolymers prepared from α-amino acid-N-carboxyanhydrides (NCAs) monomers are widely useful products. The preparation of pure NCA monomers has been extensively studied in the past. Purification methods including repeated crystallizations, extraction, and flash column chromatography have been devised. However, these methods are not easily amendable to large-scale NCA preparations. This article describes the synthesis of numerous highly purified NCAs on a >100 g scale using a simple filtration step through diatomaceous earth (celite). The resulting NCAs provided polyethylene glycol (PEG)–amino acid triblock polymers devoid of low-molecular-weight by-products that were routinely observed when unfiltered batches of NCAs were used. Also disclosed is the preparation of NCAs at ambient temperature. Traditionally, NCA reactions using a phosgene source are heated. This study shows these reactions can be driven by the slight exotherm that forms upon reagent mixing. This eliminates the need for an external heating source, simplifying large-scale reactions.
THE PREPARATION OF N-CARBOXYANHYDRIDES OF α-AMINO ACIDS USING BIS(TRICHLOROMETHYL)CARBONATE
Daly, William H.,Poche, Drew
, p. 5859 - 5862 (2007/10/02)
A syntheis of the N-carboxyanhydrides (NCA's) of several α-amino acids using bis(trichloromethyl)carbonate, 1, is reported.The triphosgene is used to supply phosgene in situ in stoichiometric amounts; it is particularly effective for preparing NCA's of amino acids with long, aliphatic side chains.
