748142-27-0

Basic information

• Product Name: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)- (9CI)
• Synonyms: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)- (9CI);(3S,7R,8AR)-7-HYDROXY-3-METHYLHEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE
• CAS NO: 748142-27-0
• Molecular Formula: C8H12N2O3
• Molecular Weight: 184.19248
• Product Categories: PIPERIDINE
• Mol File: 748142-27-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)- (9CI)(748142-27-0)
• EPA Substance Registry System: Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)- (9CI)(748142-27-0)

Safety Data

• Hazardous Substances Data: 748142-27-0(Hazardous Substances Data)

Usage

Uses

As the provided materials do not specify any particular applications for Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-7-hydroxy-3-methyl-, (3S,7R,8aR)(9CI), it is not possible to list its uses based on the information given. However, given its structure and the commonality of hydroxy and methyl groups in bioactive compounds, it is plausible that this compound could be explored for applications in various fields such as pharmaceuticals, agrochemicals, or as an intermediate in the synthesis of other complex organic molecules. Further research would be required to determine its specific properties and potential uses.

Upstream product

• 934552-57-5 (2'S,4'R)-methyl 1'-((S)-2-tert-butoxycarbonyl)aminopropanoyl-4'-hydroxypyrrolidine-2'-carboxylate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 51-35-4 4R-4-hydroxyproline 
• 10065-72-2 L-Alanine methyl ester 
• 88050-17-3 N-Fmoc-trans-4-Hydroxy-L-Proline 

Relevant articles and documents

Solid-phase synthesis of diketopiperazines, useful scaffolds for combinatorial chemistry

Diketopiperazines, which are cyclic dipeptides, are often formed by a side reaction of solid-phase peptide synthesis. Using the new 'Backbone Amide Linker,' this chemistry can be conveniently harnessed for the intentional preparation of diketopiperazines. These products will be useful scaffolds for combinatorial chemistry, since they incorporate three different points of diversity: both amine acid side-chains and one (of the two) amide bonds.

Identification of Collagen-Derived Hydroxyproline (Hyp)-Containing Cyclic Dipeptides with High Oral Bioavailability: Efficient Formation of Cyclo(X-Hyp) from X-Hyp-Gly-Type Tripeptides by Heating

Cyclic dipeptides (2,5-diketopiperazines) are present in a variety of foods and are reported to demonstrate antioxidant, antidepressant, and other beneficial effects. We recently developed a novel collagen hydrolysate characterized by a high content of X-hydroxyproline (Hyp)-Gly-type tripeptides using ginger protease. In the present study, we found that, through heating, X-Hyp-Gly can be easily converted into Hyp-containing cyclic dipeptides. After heating for 3 h at 85 °C and pH 4.8, Ala-Hyp-Gly was almost completely cyclized to cyclo(Ala-Hyp), in contrast to a slight cyclization of Ala-Hyp. The contents of cyclo(Ala-Hyp) and cyclo(Leu-Hyp) reached 0.5-1% (w/w) each in the ginger-degraded collagen hydrolysate under the heating conditions. Oral administration experiments using mice revealed that cyclo(Ala-Hyp) and cyclo(Leu-Hyp) were absorbed into the blood at markedly higher efficiencies compared to collagenous oligopeptides, including Pro-Hyp. The high productivity and oral bioavailability of the collagen-specific cyclic dipeptides suggest significant health benefits of the heat-treated ginger-degraded collagen hydrolysate.

Enantiomerically pure piperazines via NaBH4/I2reduction of cyclic amides

Enantiomerically pure (3S,7R,8aS)-3-phenyloctahydropyrrolo[1,2-a]pyrazine-7-ol, (3S,7R,8aS)-3-methyl octahydropyrrolo[1,2-a]pyrazine-7-ol, (3S,7R,8aS)-3-isopropyloctahydropyrrolo[1,2-a]pyrazine-7-ol and (3S,7R,8aS)-3-isobutyloctahydropyrrolo[1,2-a]pyrazine-7-ol 16d were synthesized via preparation of the corresponding cyclic amides from enantiomerically pure L-proline and hydroxyproline derivatives followed by reduction using sodium borohydride-iodine.