5394-85-4

Basic information

• Product Name: (5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione
• CAS NO: 5394-85-4
• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 411.3649
• Mol File: 5394-85-4.mol
• Article Data: 1

Chemical Properties

• Density: 1.518g/cm³
• Refractive Index: 1.703
• CAS DataBase Reference: (5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione(5394-85-4)
• EPA Substance Registry System: (5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione(5394-85-4)

Safety Data

• Hazardous Substances Data: 5394-85-4(Hazardous Substances Data)

Usage

General Description

(5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione is a chemical compound with a complex structure. It is made up of a pyrimidine-2,4,6(1H,3H,5H)-trione core with a (1,3-benzodioxol-5-ylamino)methylidene group attached at the 5 position and a 2,5-dimethoxyphenyl group attached at the 1 position. (5Z)-5-[(1,3-benzodioxol-5-ylamino)methylidene]-1-(2,5-dimethoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione belongs to the class of pyrimidine derivatives, and it has potential pharmacological activities. Its chemical structure suggests that it could be used for medicinal or research purposes, although further studies would be needed to determine its specific applications and effects.

Upstream product

• 105-53-3 diethyl malonate 
• 4192-77-2 ethyl cinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 

Downstream Products

• 188670-37-3 7-Bromo-2-methyl-5-phenyl-heptanoic acid ethyl ester 
• 188670-33-9 7-Hydroxy-2-methyl-5-phenyl-heptanoic acid ethyl ester 
• 4160-80-9 3-phenylglutaric acid anhydride 
• 61198-49-0 4-phenyltetrahydropyran-2-one 
• 4165-96-2 3-phenylglutaric acid 
• 82751-14-2 2-Ethoxycarbonyl-2-methylsulfanyl-3-phenyl-pentanedioic acid diethyl ester 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 105-53-3 diethyl malonate 

Relevant articles and documents

Folding strain stereocontrol in cyclohexane ring formation by means of an intramolecular ester enolate alkylation reaction

Diastereoselectivity in the cyclization of ethyl 7-bromo-2-methylheptanoates with an additional substituent at various positions in the chain, by LDA treatment, was investigated in connection with the concept of folding strain stereocontrol. Cyclization of 3-, 4-, and 6-methyl-substituted substrates revealed high selectivity, which demonstrates the prevalence of folding strain stereocontrol and the usefulness of this approach for stereoselective ring construction. In particular, reactions of the latter two substrates resulted in the stereodivergent preparation of diastereomeric 1,3-dimethylcyclohexanecarboxylates. In the case of the 5-methyl-substituted substrate, the selectivity of ring closure was only moderate. 1H and 13C NMR spectroscopic data were useful for determining the conformation of 1-methylcyclohexanecarboxylate derivatives. The origin of the diastereoselectivity was examined through the qualitative comparison of the strain in the diastereomeric folding in the transition state. Various factors that might affect stereoselectivity were examined in the cyclization of 5-substituted substrates to better understand this concept. As predicted, the selectivity increased as the substituent became bulkier: Ph Me ≈ Et ≤ i-Pr t-Bu. The effects of other factors - solvent, base counter cation, and leaving group - on selectivity agree with results predicted from the reactivity-selectivity relationship.