A5072280351- Chemical Synthesis and Reactions
- Phenothiazines and Benzothiazines Synthesis and Activities
- Oxidative Organic Chemistry Reactions
- Sulfur-Based Synthesis Techniques
- Synthesis and Catalytic Reactions
- Chemical Synthesis and Analysis
- Synthesis and biological activity
- Antibiotics Pharmacokinetics and Efficacy
- Organic Chemistry Cycloaddition Reactions
- Asymmetric Synthesis and Catalysis
- Antibiotic Resistance in Bacteria
- Axial and Atropisomeric Chirality Synthesis
- Molecular Spectroscopy and Structure
- Corrosion Behavior and Inhibition
- Advanced Chemical Sensor Technologies
- Innovative Microfluidic and Catalytic Techniques Innovation
- Nitrogen and Sulfur Effects on Brassica
- Carbohydrate Chemistry and Synthesis
- Enzyme function and inhibition
- Inorganic and Organometallic Chemistry
- Crystallization and Solubility Studies
- Microwave-Assisted Synthesis and Applications
- Pharmaceutical and Antibiotic Environmental Impacts
- Polyoxometalates: Synthesis and Applications
- Biosensors and Analytical Detection
Futaba (Japan)
2003-2022
Shionogi (Japan)
2003-2022
Osaka University
1988-2006
Kansai University
1992
Ehime University
1987
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTFlavin-catalyzed oxidation of amines and sulfur compounds with hydrogen peroxideShunichi Murahashi, Tetsuya Oda, Yoshiyuki MasuiCite this: J. Am. Chem. Soc. 1989, 111, 13, 5002–5003Publication Date (Print):June 1, 1989Publication History Published online1 May 2002Published inissue 1 June 1989https://pubs.acs.org/doi/10.1021/ja00195a076https://doi.org/10.1021/ja00195a076research-articleACS PublicationsRequest reuse permissionsArticle...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTTungstate-catalyzed oxidation of tetrahydroquinolines with hydrogen peroxide: A novel method for the synthesis cyclic hydroxamic acidsShunichi Murahashi, Tetsuya Oda, Toshiaki Sugahara, and Yoshiyuki MasuiCite this: J. Org. Chem. 1990, 55, 6, 1744–1749Publication Date (Print):March 1, 1990Publication History Published online1 May 2002Published inissue 1 March...
Abstract Flavin‐catalyzed green oxidation of heteroatom compounds such as sulfides and amines with molecular oxygen even air in the presence hydrazine monohydrate a fluorous solvent 2,2,2‐trifluoroethanol at room temperature gives corresponding products highly efficiently selectively along water nitrogen, which are environmentally benign by‐products. The proposed reaction mechanism is based on kinetics, effect, redox properties flavin catalysts.
The first synthesis using an original procedure and a practical large-scale process improved for the of N-PNZ-protected 2-aminomethylpyrrolidin-4-ylthio-containing side chain doripenem hydrate (S-4661), novel parenteral 1β-methylcarbapenem antibiotic, are described. trans-4-Hydroxy-l-proline (4) was converted in efficient to (2S,4S)-4-acetylthio-2-(N-sulfamoyl-tert-butoxycarbonylaminomethyl)-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (3) 55−56% overall yield via six-step sequence, which...
S. Murahashi, T. Oda, Sugahara and Y. Masui, J. Chem. Soc., Commun., 1987, 1471 DOI: 10.1039/C39870001471
A practical large-scale process for the synthesis of doripenem hydrate (1), a novel parenteral 1β-methylcarbapenem antibiotic, from p-nitrobenzyl-protected enolphosphate 2b and N-(p-nitrobenzyloxycarbonyl)-protected aminomethylpyrrolidine 3c is described. We found effective extraction conditions to remove p-toluidine most other organic impurities using THF/water system containing an inorganic salt. Significant improvements have been made previous medicinal chemical procedure. The new...
An efficient and practical process for the one-pot synthesis of N-(tert-butoxycarbonyl)sulfamide (4), a raw material aminosulfamoyl-containing side chain 3 novel carbapenem antibiotic doripenem hydrate (S-4661: 1), is described. In previous process, chlorosulfonyl isocyanate was converted to N-(tert-butoxycarbonyl)aminosulfonyl chloride (7), an extremely unstable intermediate against moisture, which afforded target compound 4 using liquid ammonia at cryogenic temperatures in 90% isolated...
In the presence of tin(IV) chloride, photochemical dimerization cyclopentenone gave a cis-transoid-cis head-to-head dimer as predominant product. Other Lewis acids such zinc(II) bromide, boron trifluoride etherate, tin(II) and silver(I) trifluoromethylsulfonate, however, showed little influence. Tris(2,2,6,6-tetramethyl-3,5-heptanedionato)lanthanum(III) andtris(2,2,6,6-tetramethyl-3,5-heptanedionato)europium(III) affected regiochemistry reaction in way to favor head-to-tail dimer.
Control of crystal habit and size cefmatilen hydrochloride hydrate (1) with a modifier is described here. One the related substances, impurity 2, which has diphenylmethyl group at N3-position triazolyl cefmatilen, acts as modifier. The compound 1 depended upon amount 2 in crystallizing system. Since can be controlled by temperature during addition AlCl3 to suspension 3 deprotection step, AlCl3. small amounts hydroxyalkylcelluloses or polyvinyl derivatives system also modify 1.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAsymmetric transformation of .alpha.-amino acids promoted by optically active cobalt(III) complexes. 3. Importance side-chain intramolecular interligand hydrogen bonding on stereoselectivityMotowo Yamaguchi, Yoshiyuki Masui, Masahiko Saburi, and Sadao YoshikawaCite this: Inorg. Chem. 1982, 21, 12, 4138–4143Publication Date (Print):December 1, 1982Publication History Published online1 May 2002Published inissue 1 December...
A practical large-scale process for the synthesis of cefmatilen hydrochloride hydrate (1), a new oral cephalosporin antibiotic, is described. Several impurities are isolated from bulk drug and identified. Side reactions discussed in order to prevent them. The conditions were optimized control formation impurities. amenable multikilogram-scale preparation. kilograms compound 1 clinical trials successfully prepared by this three starting materials (7-aminocephem 4, triethylammonium acetate 5,...
A practical synthesis of triethylammonium (Z)-2-[2-(N-tert-butoxycarbonylamino)thiazol-4-yl]-2-(triphenylmethyloxyimino)acetate (1) which is the C-7 side chain cefmatilen, a new cephalosporin antibiotic, described. The conditions were optimized to control impurity and increase yield. Selective acetylation oxime group before tert-butoxycarbonylation reduced amount Boc2O. Compound 1 was synthesized from compound 6 by this improved process in 80% overall yield (12% higher than that for...
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We discovered that copper present in laboratory tap water could catalyze an addition reaction of the hydroxyl group acetylnaltrexone to isocyanate. The first pilot manufacturing naldemedine tosylate encountered unexpected problem which was seriously delayed. Detailed investigations showed low content led a reduced rate. This discovery allowed us establish robust process by adding catalyst. Since unintended contamination metal catalysts can confuse chemists, we share our experience with hope...
Die β2-Komplexe (I) werden nach bekannter Methode aus der Reaktion trans-[CoC12(tetramin)] -Komplexe mit den Tetraminen in 2(S),lO(S)- und 3(S),9(S)-Konfiguration entsprechenden Aminosäuren dargestellt.
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Abstract Oxidation of the tetrahydroquinolines (I) with tungstate peroxy acids produces N‐hydroxytetrahydroquinolines (II).
Abstract Treatment of 4a‐hydroxy‐5‐ethylflavin (4a‐FlEtOH) with 30% aqueous H 2 O (10 equiv.) in MeOH leads to 4a‐FlEtOOH 82% isolated yield which effects monooxidation substrates by returning 4a‐FlEtOH.