6506-31-6Relevant academic research and scientific papers
An approach towards the C1-C16 fragment of antineoplastic macrolide bryostatins by kinetic resolution of a racemic terminal epoxide using Jacobsen's catalyst
Yadav,Bandyopadhyay,Kunwar
, p. 4907 - 4911 (2007/10/03)
A stereo- and enantioselective approach towards the C1-C16 fragment of bryostatins is reported using Jacobsen's catalyst for kinetic resolution of a terminal epoxide, a Horner-Wadsworth-Emmons coupling reaction and a 1,4-Michael type cyclization as key steps.
Synthesis of a C1-C9 fragment of rhizoxin
Davenport,Regan
, p. 7619 - 7622 (2007/10/03)
A C1-C9 fragment of the antitumour macrolide rhizoxin has been synthesised. An Evans' asymmetric aldol reaction was used to set up the first two chiral centres, and an α,β-unsaturated δ-lactone was then formed on the acyclic system by an intramolecular Wadsworth-Emmons reaction. Stereoselective hydrogenation was used to set up the cis relative stereochemistry in the saturated δ-lactone ring. (C) 2000 Published by Elsevier Science Ltd.
Benzene compound and pharmaceutical use thereof
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, (2008/06/13)
A benzene compound of the formula STR1 wherein each symbol is as defined in the specification; an optically active isomer or salt thereof, a medicinal composition containing the same, and an immunosuppressant containing the same as the active ingredient. The compound, optically active isomer or salt has an excellent immunosuppressive effect and is useful as an inhibitor for the rejection reaction occurring in organ or bone marrow transplantation, and as a preventive or remedy for articular rheumatism, atopic eczema (dermatitis), Beh.cedilla.et's disease, uveal disease, systemic lupus erythematosus, Sjogren's syndrome, multiple sclerosis, myasthenia gravis, type I diabetes, endocrine ophthalmopathy, primary biliary, cirrhosis, Crohn's disease, glomerulonephritis, sarcoidosis, psoriasis, pemphigus, aplastic anemia, idiopathic thrombocytopenic purpura, allergy, polyarteritis nodosa, progressive systemic sclerosis, mixed connective-tissue disease, aortitis syndrome, polymyositis, dermatomyositis, Wegener's granuloma, ulcerative colitis, active chronic hepatitis, autoimmune hemolytic anemia, Evans' syndrome, bronchial asthma and pollinosis. It is useful also as an antifungal agent and hair growth stimulant.
Process for intermediates to 1-carbapenems and 1-carbacephems
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, (2008/06/13)
A stereoselective process for chiral intermediates to 1-carbapenum and 1-carbacephalosporins is provided comprising the use of an N-acyl-(4R)-substituted-1,3-thiazolidine-2-thione as a chiral auxiliary in boron enolate mediated aldol condensation with a protected-β-keto ester aldehyde. E.g., benzyl 3,3-(ethylenedioxy)-4-formylbutyrate is condensed with the boron enolate formed with n-butyryl (4R)-methoxycarbonyl-1,3-thiazolidine-2-thione to provide benzyl 3,3-ethylenedioxy-(5R)-hydroxy-6-[(4R)-methoxycarbonyl-1,3-thiazolidine-2-thione-3-ylcarbonyl]octanoate. Displacement of the thiazolidine-2-thione chiral auxiliary moiety with an O-alkyl, O-acyl or O-aralkyl hydroxyamine provides the corresponding chiral intermediate as the hydroxamate.
THE APPLICATION OF HIGHLY STEREOSELECTIVE ALDOL CONDENSATIONS TO THE SYNTHESIS OF β-LACTAM ANTIBIOTICS.
Jung, Mankil,Miller, Marvin J.
, p. 977 - 980 (2007/10/02)
Stereoselective aldol condensations of fully protected glycine and 3-butyryl thiazolidine-2-thiones with achiral aldehydes afforded β-hydroxyesters suitable for elaboration to key intermediates for the synthesis of β-lactam antibiotics.
