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Use of a modified ring-switching strategy to synthesise the glutamate antagonist (2S)-2-amino-3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)propionate and related compounds with two chiral centres1

Book ID: 121429054
Publisher: Royal Society of Chemistry
Year: 2001
Weight: 192 KB
Volume: 2
Category: Article
ISSN: 1472-7781
DOI: 10.1039/B109820A

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ChemInform Abstract: Use of a Modified R

ChemInform Abstract: Use of a Modified Ring-Switching Strategy to Synthesize the Glutamate Antagonist (2S)-2-Amino-3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)propionate and Related Compounds with Two Chiral Centers.

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Extension of ring switching strategy to the glutamate antagonist 2-(pyrimidin-2,4-dione-5-ylmethyl)-(2S)-glycine and related compounds with two chiral centres

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2-(Pyrimidin-2,4-dione-5-ylmethyl)-(2S)-glycine 8 has been prepared by treatment of the pyroglutamate urea 12 with mild base, followed by deprotection in a modification of our ring switching approach to the synthesis of glutamate antagonists. The product is an isomer of the natural product willardii

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