- Spirocyclic systems derived from pyroglutamic acid
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The synthesis and likely conformational structure of rigid spirocyclic bislactams and lactam-lactones derived from pyroglutamic acid, and their suitability as lead structures for applications in drug development programmes using cheminformatic analysis, has been investgated.
- Cowley, Andrew R.,Hill, Thomas J.,Kocis, Petr,Moloney, Mark G.,Stevenson, Robert D.,Thompson, Amber L.
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experimental part
p. 7042 - 7056
(2011/11/14)
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- A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)methyl]-2-pyrrolidinone
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A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)-methyl]-2-pyrrolidinone (1) is described. The key transformations involve a highly efficient reaction sequence consisting of ethoxycarbonylation, alkylation, hydrolysis, and decarboxylation to produce compound 10. The process described herein is practical, robust, and cost-effective, and it has been successfully implemented in a pilot plant to produce a multikilogram quantity of mesylate 1.
- Yee, Nathan K.,Dong, Yong,Kapadia, Suresh R.,Song, Jinhua J.
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p. 8688 - 8691
(2007/10/03)
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- A CONSISE APPROACH TO FUNCTIONALISED, HOMOCHIRAL PYRROLIDINONES
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Acylation of O,N-acetal 1 gives excellent yields of the C-7 substituted products 2a,b.Alkylation of 2a under mild conditions gives high yields of the exo- 3 and endo- 4 substituted products in varying ratios, depending on the alkylating agent.The unsatura
- Bamford, Mark J.,Beard, Mark,Cherry, David T.,Moloney, Mark G.
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p. 337 - 340
(2007/10/02)
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