156088-45-8

Basic information

• Product Name: (S)-3,3,6,6-TETRAMETHYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-5(3H)-ONE
• Synonyms: (S)-3,3,6,6-TETRAMETHYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-5(3H)-ONE
• CAS NO: 156088-45-8
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.24748
• Mol File: 156088-45-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3,3,6,6-TETRAMETHYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-5(3H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3,3,6,6-TETRAMETHYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-5(3H)-ONE(156088-45-8)
• EPA Substance Registry System: (S)-3,3,6,6-TETRAMETHYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-5(3H)-ONE(156088-45-8)

Safety Data

• Hazardous Substances Data: 156088-45-8(Hazardous Substances Data)

Usage

Description

(S)-3,3,6,6-Tetramethyltetrahydropyrrolo[1,2-c]oxazol-5(3H)-one is a chemical compound characterized by its unique tetrahydropyrrolo oxazolone ring system. As a chiral compound, it possesses a non-superimposable mirror image, with the (S)-enantiomer being the focus of this description. This specific form may hold potential applications across various sectors, including pharmaceuticals and materials science, due to its distinct structural attributes. However, further research and testing are necessary to comprehensively understand its properties and explore its full potential for practical use.

Uses

Used in Pharmaceutical Applications:
(S)-3,3,6,6-Tetramethyltetrahydropyrrolo[1,2-c]oxazol-5(3H)-one is used as a compound in the pharmaceutical industry for its potential role in the development of new drugs. Its unique structure may offer novel interactions with biological targets, potentially leading to the creation of innovative therapeutic agents.
Used in Materials Science:
In the field of materials science, (S)-3,3,6,6-Tetramethyltetrahydropyrrolo[1,2-c]oxazol-5(3H)-one is used as a component in the synthesis of advanced materials. Its incorporation into material formulations could result in new properties or enhanced performance characteristics, such as improved stability, reactivity, or selectivity in various applications.

Upstream product

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• 17342-08-4 (S)-Pyroglutaminol 
• 98-79-3 L-Pyroglutamic acid 
• 7149-65-7 ethyl (S)-pyroglutamate 

Downstream Products

• 891183-50-9 4,4-dimethyl-L-proline 
• 443984-28-9 (S)-(N-benzyloxycarbonyl)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol 
• 212890-85-2 (S)-(+)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol 
• 155956-29-9 (5R)-(-)-(1'-oxo-3'-phenylpropyl)-5,3,3-trimethylpyrrolidin-2-one 
• 163756-60-3 (+)-(S)-3,3-dimethyl-5-{[(4-methylphenyl)sulfonyloxy]methyl}pyrrolidin-2-one 
• 155956-27-7 (2'R,3'R,5R)-(-)-1-(3'-hydroxy-2'-methyl-3'-phenyl-1'-oxopropyl)-3,3,5-trimethyl-2-pyrrolidinone 
• 156088-43-6 (+)-(S)-3,3-dimethyl-5-[(triphenylmethoxy)methyl]pyrrolidin-2-one 
• 155956-28-8 (2'S,5R)-1-(1'-oxo-2'-phenylmethylpropyl)-3,3,5-trimethylpyrrolidin-2-one 
• 163756-70-5 (5R)-(-)-(1'-oxo-3'-phenylpropyl)-5-ethyl-3,3-dimethylpyrrolidin-2-one 
• 163756-62-5 (5S)-(-)-5-tert-butyldimethylsiloxymethyl-3,3-dimethyl-1-(3-phenylpropionyl)-pyrrolidin-2-one 
• 163756-63-6 (5S)-(-)-3,3-dimethyl-5-triphenylmethoxymethyl-1-propionyl-pyrrolidin-2-one 
• 473808-17-2 (S)-3,3-Dimethyl-1-(3-phenyl-propionyl)-5-trityloxymethyl-pyrrolidin-2-one 
• 156088-48-1 (5S)-1-(2,2-dimethylpropionyl)-3,3-dimethyl-5-trityloxymethylpyrrolidin-2-one 

Relevant articles and documents

SUBSTITUTED PYRIDINYL-PYRIMIDINES AND THEIR USE AS MEDICAMENTS

The invention relates to new substituted pyridinyl-pyrimidines of formula 1 wherein ring A is a five-membered saturated or unsaturated carbocyclic ring which optionally comprises one, two or three heteroatoms each independently from each other selected from the group N, S and O, wherein R1, R2, R4, R3, R5 and R6 are defined as in claim 1 and wherein ring A is further optionally substituted by one or two further substituents and the pharmaceutically acceptable salts, diastereomers, enantiomers, racemates, hydrates and solvates of the aforementioned compounds.

4,4′-Disubstituted L-prolines as highly enantioselective catalysts for direct aldol reactions

A new series of 4,4′-disubstituted prolines (1a-h) has been developed and tested as organocatalysts in the direct catalytic asymmetric aldol reaction of several aliphatic ketones with aldehydes. Catalyst 1g affords the best enantioselectivities for this transformation. The reaction was carried out in DMF using a catalyst loading of 10 mol% at -10°C to give the aldol products in up to 97% ee for acetone. In the cases of cyclohexanone and cyclopentanone, the corresponding anti-products were obtained in 94% ee.

Synthesis of 5-substituted-3,3-dimethyl-2-pyrrolidinones: "Quat" chiral auxiliaries

The synthesis of a series of chiral auxiliaries, 5-substituted-3,3-dimethyl-2-pyrrolidinones, "quats", from L-glutamic acid is described. Efficient regeneration of the chiral auxiliaries from their N-pivaloyl derivatives is readily achieved with LiOH in THF-water at 20°C.