80355-07-3

Upstream product

• 52-52-8 1-amino-1-cyclopentanecarboxylic acid 
• 100-46-9 benzylamine 
• 699-51-4 1,3-diazaspiro[4.4]nonane-2,4-dione 
• 100-44-7 benzyl chloride 

Downstream Products

• 106663-37-0 3-Benzyl-4-hydroxy-1,3-diaza-spiro[4.4]nonan-2-one 

Relevant academic research and scientific papers

Solid phase synthesis of hydantoins using a carbamate linker and a novel cyclization/cleavage step

An 800 compound hydantoin library has been constructed using a diverse set of 20 amino acids and over 80 primary amines. Amino acids were attached via their N-termini to hydroxymethyl polystyrene using a carbamate linker. Bound amino acids were converted to their corresponding amides and then cyclized under basic conditions to give hydantoins in high purities.

Structure-property relationship of 3-(4-substituted benzyl)-1,3-diazaspiro[4.4]nonane-2,4-diones as new potentional anticonvulsant agents. An experimental and theoretical study

The structure-property relationship of newly synthesized 3-(4-substituted benzyl)-1,3-diazaspiro [4.4]nonane-2,4-diones was studied by experimental and calculated methods. The prepared compounds were characterized by UV-Vis, FT-IR, 1H NMR and 13C NMR spectroscopy and elemental analysis. The crystal structure was elucidated by single-crystal X-ray diffraction. The 3-benzyl-1,3-diazaspiro[4.4]nonane-2,4-dione crystallizes in triclinic P?1 space group, with two crystallographically independent molecules in the asymmetric unit. Cyclopentane ring adopts an envelope conformation. A three-dimensional crystal packing is governed by hydrogen N?H?O bonds, numerous C?H?O/N and C–H … π interactions between neighboring molecules. Density functional theory (DFT) calculations with B3LYP and M06-2X methods using 6–311++G(d,p) basis set were performed to provide structural and spectroscopic information. Comparisons between experimental and calculated UV-Vis spectral properties suggest that the monomeric form of the investigated spirohydantoins is dominant in all used solvents. The effects of substituents on the absorption spectra of spirohydantoins are interpreted by correlation of absorption frequencies with Hammett equation. The lipophilicities of the investigated molecules were estimated by calculation of their log P values. Some of the spirohydantoins synthesized in this work, exhibit the lipophilicities comparable to the standard medicine anticonvulsant drug Phenytoin. The results obtained in this investigation afford guidelines for the preparation of new derivatives of spirohydantoin as potential anticonvulsant agents and for better understanding the structure-activity relationship.

Chemical Reactions of Cycloalkanespirohydantoins. Part 2. Synthesis of New 4-Hydroxyimidazolidinone N3-Substituted from Cycloalkanespirohydantoins

N3-Substituted hydantoins have been to undergo lithium aluminum hydride reduction (THF, room temperature, 5 hours) to give 4-hydroxy-2-imidazolidinones in good yields.