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    Synthesis of 1,2-dithiolane analogues of leucine for potential use in peptide chemistry

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    [GRAPHICS] 1,2-Dithiolanes present several points of interest for both peptide and medicinal chemistry, yet no chiral alpha-amino acids containing this five-membered heterocyclic system are available. We report here the first synthesis of N- and C-protected derivative of (S)-2-amino-3-(1,2-dithiolan4-yl)propionic acid (Adp) and its 1,3-dithiolic form

    4-amino-1,2-dithiolane-4-carboxylic acid (Adt) as cysteine conformationally restricted analogue. Synthetic protocol for Adt containing peptides

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    An efficient and versatile protocol to incorporate the achiral and C-alpha,C-alpha-tetrasubstituted 4-amino-1,2-dithiolane-4-carboxylic acid Adt (1) residue into peptides is described. The 2,2-bis[(benzylthio)methyl]glycine N-carboxy anhydride (5) was found to be the key reactive intermediate from which both Boc-Adt-OMe (8) and the glutathione analogue H-Glu(-Adt-Gly-OH)-OH (12) can be obtained. (C) 2000 Elsevier Science Ltd. All rights reserved

    Discussion Addendum for: Palladium-Catalyzed Reduction of Vinyl Trifluoromethanesulfonates to Alkenes: Cholesta-3,5-DieneOrganic Syntheses

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    cholesta-3,5-diene 2,6-lutidine 1,1’-bis(diphenylphosphino)ferrocene 1,3-bis(diphenylphosphino)propane 1,3-bis(diphenylphosphino)butane Pinacolborane 3-methyl-1-azatricyclo[5.2.1.0]decane (–)-Galantamin
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