190850-55-6

Usage

Chemical structure

A pyrrolo-oxazole core with a 3-phenyl and (3R)configuration.

Functional groups

Contains a dimethylsilyl group attached to the oxygen atom in the 5-position, a tertiary butyl group, and dimethyl groups.

Applications

Can be used in various organic synthesis processes and has potential pharmaceutical applications due to its unique structure and chemical reactivity.

Safety precautions

It is important to handle and use this chemical with caution and follow all safety procedures due to its potential hazards and reactivity.

Stereochemistry

The compound has a (3R)configuration, indicating the arrangement of atoms in the 3-position of the molecule.

Chemical reactivity

The presence of the dimethylsilyl group and the phenyl group may contribute to the compound's reactivity in certain chemical reactions.

Solubility

The compound's solubility properties may be influenced by the presence of the dimethylsilyl and phenyl groups.

Stability

The stability of the compound may be affected by factors such as temperature, light exposure, and the presence of other reactive substances.

Purity

The purity of the compound may impact its reactivity and potential applications in organic synthesis and pharmaceuticals.

Synthesis

The compound can be synthesized through various chemical reactions, potentially involving the formation of the pyrrolo-oxazole core, introduction of the phenyl group, and attachment of the dimethylsilyl and tertiary butyl groups.

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 134107-65-6 (3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one 

Downstream Products

• 224797-54-0 (2R,5R)-5-allyl-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 224797-56-2 (2R,5R)-5-cyano-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 174283-18-2 (S)-methyl 2-(hydroxymethyl)-5-oxopyrrolidine-2-carboxylate 
• 224797-50-6 (2R,5R)-5-hydroxy-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 793682-83-4 (5R,7R)-5-cyano-7-benzyloxycarbonyloxy-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 793682-84-5 (5R,7S)-5-cyano-7-hydroxy-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 793682-85-6 (5R,7R)-5-cyano-7-hydroxy-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octan-8-one 
• 793682-88-9 (2S,4S)-4-hydroxy-2-hydroxymethyl-2-methoxycarbonyl-1-methylpyrrolidin-5-one 

Relevant academic research and scientific papers

Tandem electrophilic and nucleophilic additions to bicyclic tert- butyldimethylsilyloxypyrrole derived from (S)-pyroglutaminol

The silyloxypyrrole derivative 3, treated with SnCl4 and aqueous NaHCO3, afforded the 5-hydroxylated pyrrolidinone 7. This compound was shown to be a key intermediate for the diastereoselective introduction of other hetero- and C-nucleophiles at the same position.

Stereoselective synthesis of (2S)-2-hydroxymethylglutamic acid, a potent agonist of metabotropic glutamate receptor mGluR3

Straightforward stereocontrolled synthesis of (2S)-2-hydroxymethylglutamic acid was achieved from (S)-pyroglutaminol, through a bicyclic silyloxypyrrole derived from the versatile unsaturated lactam 3.