CAS 332040-86-5

1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione

Description:

1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione, with the CAS number 332040-86-5, is a chemical compound characterized by its unique pyrrolidine structure, which includes a five-membered ring containing nitrogen. This compound features two hydroxyl (-OH) groups at the 3 and 4 positions, contributing to its potential reactivity and solubility in polar solvents. The presence of the benzyl group enhances its lipophilicity, which may influence its biological activity and interactions with other molecules. As a diketone, it contains two carbonyl (C=O) groups, which can participate in various chemical reactions, including nucleophilic additions and condensation reactions. The compound's structural features suggest potential applications in medicinal chemistry, particularly in the development of pharmaceuticals, due to its ability to form hydrogen bonds and interact with biological targets. Its stability, solubility, and reactivity are influenced by the functional groups present, making it a subject of interest for further research in organic synthesis and drug design.

Formula: C₁₁H₁₁NO₄

InChI: InChI=1/C11H11NO4/c13-8-9(14)11(16)12(10(8)15)6-7-4-2-1-3-5-7/h1-5,8-9,13-14H,6H2

SMILES: c1ccc(cc1)CN1C(=O)C(C(C1=O)O)O

Synonyms:

• 2,5-Pyrrolidinedione, 3,4-Dihydroxy-1-(Phenylmethyl)-
• 1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione
• 3,4-DIHYDROXY-1-(PHENYLMETHYL) 2,5-PYRROLIDINEDIONE

1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione

CAS: 332040-86-5

1-Benzyl-3,4-dihydroxypyrrolidine-2,5-dione is a reagent that is used in organic synthesis. It is an enantiomer of benzyl alcohol and can be debenzylated to form 1-benzylpiperidine-2,5-dione. It has been shown to be effective in the treatment of hypercholesterolemia and hypertension. The compound may be prepared through the reaction of aluminium chloride with a hydroxy group or by the Grignard reaction with methylmagnesium bromide. The product can also be prepared using phosphorus pentachloride and acetylation. Hydrolysis of this compound gives 2,5-dioxopyrrolidinone, which can be further hydrolyzed with base to form 2,5-dioxopyrrolidinol or 2,5-dioxopyrrolidinone oxide.

Formula: C₁₁H₁₁NO₄

Purity: Min. 95%

Molecular weight: 221.21 g/mol

Ref: 3D-HNA04086