15058-70-5Relevant articles and documents
Chiral spiro-β-lactams from 6-diazopenicillanates
Santos, Bruna S.,Nunes, Sandra C.C.,Pais, Alberto A.C.C.,Pinho E Melo, Teresa M.V.D.
experimental part, p. 3729 - 3737 (2012/06/30)
Chiral spiro-β-lactam derivatives have been prepared via stereoselective 1,3-dipolar cycloaddition of 6-diazopenicillanates. Using dipolarophiles such as acrylonitrile, acrylates or methyl vinyl ketone spiro-2-pyrazoline-β-lactams were obtained, whereas t
Synthesis Of 6β-Methoxy-6α-Hydroxymethylpenenms
Sadeghpour, Bahman M.,Pellicciari, Roberto,Marchioro, Carla,Rossi, Tino,Tamburini, Bruno,et al.
, p. 10723 - 10730 (2007/10/02)
6α-Hydroxymethyl-6β-methoxy-2-phenoxymethylpenem was synthesized from benzyl 6β-bromo-6α-methoxypenicillanate via radical addition at 6α-position of methyl tributyltinacrylate and tributyltinstyrene inter alia.The reaction sequence to penem proceeds via secopenicillanates according to established procedures.The good yield of the radical reaction and its stereoselectivity provide a useful entry to the 6α-substituted 6β-methoxypenems and in particular to the 6α-hydroxymethyl-6β-methoxypenems.
Stereospecific synthesis of thienamycin from penicillin
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, (2008/06/13)
A stereospecific conversion of penicillin to thienamycin, using diisopropylamine borane and magnesium trifluoroacetate to prepare the hydroxyethyl side chain and acetoacetate dianion equivalent disilylethyl to prepare the β-ketoester side chain.
Preparation of 6α-Monosubstituted and 6,6-Disubstituted Penicillanates from 6-Diazopenicillanates: Reactions of 6-Diazopenicillanates with Alcohols, Thiols, Phenylseleninyl Compounds, and Allylic Sulphides, and their Analogues
Giddings, Peter J.,John, D. Ivor,Thomas, Eric J.
, p. 2757 - 2766 (2007/10/02)
Reactions of 6-diazapenicillanates (1) and (2) with a range of compounds, in some cases catalysed by BF3-Et2O or Cu(acac)2, have been investigated, and found to be useful for the synthesis of 6α-monosubstituted and 6,6-disubstituted penicillanates.Thus th
6-Substituted methyl penicillins, derivatives and analogues thereof
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, (2008/06/13)
Disclosed are antibiotic 6-(substituted methyl) penicillins, derivatives and nuclear analogues thereof; wherein the methyl substituent is, inter alia, hydroxyl, ketonic oxygen, imino nitrogen, amino or thio. Also disclosed are processes for the preparatio
Derivatives of 6-aminopenicillanic acid
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, (2008/06/13)
Novel 6-methoxy and 6-thioalkyl-6-acylamidopenicillanic acids and their non-toxic pharmaceutically-acceptable salts, esters and amides which are useful as antibiotics. The products are prepared by treating an ester of 6-substituted-6-aminopenicillanic acid with an acylating agent followed by removal of the ester group. Also disclosed are novel intermediates.
6α, β-Substituted penicillin derivatives
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, (2008/06/13)
Novel 6-methoxy and 6-thioalkyl-6-acylamido-penicillanic acids and their non-toxic pharmaceutically-acceptable salts, esters and amides which are useful as antibiotics. The products are prepared by treating an ester of 6-substituted-6-aminopenicillanic acid with an acylating agent followed by removal of the ester group. Also disclosed are novel intermediates.