154663-54-4

Usage

General Description

"5(4H)-Oxazolone, 4-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene]-2-phenyl-, (4Z)-" is a chemical compound with the molecular formula C16H18O4N2. It is a oxazolone derivative with a dioxolane ring and a phenyl group. 5(4H)-Oxazolone, 4-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene]-2-phenyl-, (4Z)- is a stereochemically defined all-zoxazolone. It has potential biological activity and can be used in the field of medicinal chemistry for drug development. It may also have applications in organic synthesis and material science.

Upstream product

• 495-69-2 Hippuric Acid 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 154663-57-7 (E)-2-phenyl-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylen>-5(4H)-oxazolone 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 156038-73-2 (1S,2S,3R,4R)-3-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-bicyclo<2.2.1>-hept-5-en-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>> 
• 155932-76-6 (1R,2S,3R,4S)-3-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-bicyclo<2.2.1>-hept-5-en-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>> 
• 154663-55-5 (1R,2S)-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-1-spiro-<4'<2'-phenyl-5'(4'H)-oxazolone>>cyclopropane 
• 154799-41-4 (1S,2R)-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-1-spiro-<4'<2'-phenyl-5'(4'H)-oxazolone>>cyclopropane 
• 154799-40-3 (1R,2R)-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-1-spiro-<4'<2'-phenyl-5'(4'H)-oxazolone>>cyclopropane 
• 154799-42-5 (1S,2S)-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-1-spiro-<4'<2'-phenyl-5'(4'H)-oxazolone>>cyclopropane 
• 174591-33-4 (1S,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-1-trimethylsilyloxy-5-cyclohexene 
• 174506-59-3 (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-1-trimethylsilyloxy-5-cyclohexene 
• 174506-60-6 (1R,2S,3R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>-5-cyclohexen-1-ol 
• 154799-43-6 methyl (1S,2R)-1-benzamido-2-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>cyclopropanecarboxylate 

Relevant academic research and scientific papers

Study of the Asymmetric Diels-Alder Reaction of a Chiral Azlactone

The chiral Z-azlactone derived from 1,2-O-isopropylidene-D-glyceraldehyde underwent diastereoselective Diels-Alder reaction with cyclopentadiene.Catalyst, temperature and solvent dependence of the product ratio is described.

Diels-Alder reactions of (E)-2-Phenyl-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylen]-5(4H)-oxaz olone with heterogeneous catalysts

Diels-Alder reactions of (E)-2-Phenyl-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-ylmethylen]-5(4H)-oxaz olone with 2,3-dimethylbutadiene, cyclopentadiene, and 2-methyl-1,3-butadiene (isoprene) are catalysed by silica gel and aluminium, titanium, and zinc catalyst supported on silica gel. l conversion and asymmetric induction are obtained with very low percentages of E/Z isomerisation. The best results are obtained with ZnCl2 supported on silica gel, and by carrying out the reaction without a solvent. The stereochemistry of the major cycloadducts has been determined by single crystal X-ray structure determination and AM1 calculations of the corresponding transition structures.

1,3-Dipolar Cycloaddition of Diazomethane with a Chiral Azlactone

The chiral Z-azlactone derived from 1,2-O-isopropylidene-D-glyceraldehyde reacted with diazomethane to afford stereoselectively and diastereoselectively a cis spiro-azlactone.Solvent and temperature dependence of the ratio of the products is described.