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  • Organic Chemistry  (13)
  • 2025-2025
  • 1995-1999
  • 1990-1994  (13)
  • 1960-1964
  • 1945-1949
  • 1994  (13)
Collection
Keywords
Publisher
Years
  • 2025-2025
  • 1995-1999
  • 1990-1994  (13)
  • 1960-1964
  • 1945-1949
Year
  • 1
    Electronic Resource
    Electronic Resource
    Stereoselective pharmacokinetics of methadone in beagle dogs (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 6 (1994), S. 492-495 
    Details
    ISSN: 0899-0042
    Keywords: enantiomers ; methadone ; pharmacokinetics ; beagle dog ; iv administration ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The pharmacokinetics of methadone were studied in beagle dogs (n = 4) following intravenous administration of the racemate (0.5 mg/kg) and of the individual (R)-(0.25 mg/kg) and (S)-enantiomers (0.25 mg/kg) using a stereospecific HPLC assay. There was no significant difference between the pharmacokinetic parameters of (R)-methadone and (S)-methadone following administration of the individual enantiomers. Stereoselective differences were evident following administration of the racemate (P values for differences in AUC and CL were 0.001 and 0.046, respectively) and the clearance of the (S)-enantiomer was increased when administered as part of the racemate (316 ± 81 vs 487 ± 128 ml/min, P = 0.04). The data suggest that stereoselective disposition including potential enantiomer-enantiomer interactions should be considered in pharmacokinetic-pharmacodynamic studies of (R,S)-methadone. © 1994 Wiley-Liss, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530060608
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  • 2
    Electronic Resource
    Electronic Resource
    Silberkomplexe von 3-disubstituierten 1-Methyl-perhydro-1,2,4-triazin-5,6-dithionen (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 53-57 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Silver(I) Complexes of 3-Substituted 1-Methyl-perhydro-1,2,4-triazine-5,6-dithionesHeterocyclic triazine compounds such as 1-methyl-perhydro-1,2,4-triazin-5,6-dithiones react with silver salts forming complex species [AgL2]+ (L = triazinedithione). In water the complexes are unstable owing to ligand hydrolysis. Stable solid complex [AgL2]Br(L = 1,3,3-trimethyl-perhydro-1,2,4-triazine-5,6-dithione) can be obtained by the digestion of AgBr-microcrystals with the triazinedithione in methanol. As shown by X-ray crystal structure analysis the silver ion in this complex is coordinated trigonal pyramidal by four sulfur donor atoms.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360110
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  • 3
    Electronic Resource
    Electronic Resource
    Oxokohlenstoffe und verwandte Verbindungen. 20. Durch Arylmercaptane induzierte Überführung von Semiquadratsäurehydraziden in Quadratsäure-1,2-diamide (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 211-217 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Oxocarbons and Related Compounds. 20. By Thiophenols Mediated Conversion of Semisquaric Hydrazides to Squaric-1,2-DiamidesIn the presence of thiophenols semisquaric hydrazides (4) are converted into squaric-1,2-diamides (6) upon heating in alcoholic solution. Proof is given that thiosquaric-S-ester-amides (8) are intermediates in this process.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360305
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  • 4
    Electronic Resource
    Electronic Resource
    1-Amino-4-aryl-2(1H)-pyrimidinthione: Acidität und Komplexbildung mit Mn(II), Co(II), Ni(II), Zn(II), Cd(II), Pb(II) und Ag(I) (1994)
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 336 (1994), S. 500-505 
    Details
    ISSN: 0941-1216
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 1-Amino-4-aryl-2(1H)-pyrimidinethiones: Acidity and Complex Formation with Nonferrous Metal Ions and Ag(I)Acid dissociation constants of new 2, 3 and already known 1 substituted 1-amino-4-aryl-2(1H)-pyrimidinethiones and stability constants of their nonferrous metal ion and silver complexes have been measured pH-potentiometrically in a 75% (v/v) mixture of dioxane/water. The influence of the substituents on pKa- and lgβn-values is discussed. The X-ray structure analysis of bis[1-(4-toluenesulfonamido)-4-(4-tolyl)-2(1H)-pyrimidinethionatol]-nickel(II)5 proves that pyrimidinethiones coordinate via their thione sulphur and aminonitrogen. However, the bond lengths are not levelled in the chelating ring.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/prac.19943360604
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  • 5
    Electronic Resource
    Electronic Resource
    Synthesis of N-Acetylneuraminic Acid Derivatives and Structural Analogues (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 969-969 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419940923
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  • 6
    Electronic Resource
    Electronic Resource
    Synthesis of 13-O-β-D-Glucopyranosylgibberellin A5 β-D-Glucopyranosyl Ester (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 1149-1151 
    Details
    ISSN: 0170-2041
    Keywords: Gibberellins ; Plant hormones ; Glucosyl conjugates ; Hormones ; Koenigs-Knorr reactions ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 13-O-β-D-Glucopyranosylgibberellin A5 β-D-glucopyranosyl ester (2a) was synthesized by base-catalyzed (triethylamine) reaction of gibberellin A5 13-O-β-D-glucopyranoside (4a) with α-acetobromoglucose followed by mild sodium methanolate deacetylation. Structures of the gibberellin A5 glucosyl conjugates were established by LSI-MS, ESI-MS, and 1H-NMR spectroscopy.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419941116
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  • 7
    Electronic Resource
    Electronic Resource
    Synthesis of Carbon-Bridged C-Lactose and Derivatives (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 975-981 
    Details
    ISSN: 0170-2041
    Keywords: C-Saccharides ; C-Glycosides ; 1-Lithiogalactal ; Vinyllithium ; Glucose, C-formyl- ; Carbohydrates ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: 4-C-Formylglucopyranoside 9 was readily obtained from 4-O-unprotected glucose derivative 4 in four steps, each step giving a high product yield. Reaction with 1-C-lithiated 2-phenylsulfinyl-D-galactal 10 as nucleophile furnished C-disaccharide intermediates 11a and 11b as diastereoisomers. Ensuing removal of the phenylsulfinyl group with Raney nickel and regio- and diastereospecific 2b-hydrogen and 3b-hydroxy transfer afforded β(1-4)-connected C-lactosides 13a and 13b, respectively; their structures were deduced from derivatives 14a, b and 16a, b on the basis of 1H-NMR data. Hydrogenolytic O-debenzylation of 13a and 13b afforded hydroxymethylene-bridged C-lactose 2a and 2b, respectively. Regioselective O-benzylation of 13a gave preferentially 1b-O-unprotected derivative 17aa which furnished upon oxidation carbonyl-bridged C-lactose derivative 19. Deoxygenation at C-1b of 17aa and subsequent hydrogenolytic O-debenzylation furnished methylene-bridged C-lactose 1.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419941004
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesis of sphingosines, 9. Synthesis of phytosphingosine derivatives (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 83-90 
    Details
    ISSN: 0170-2041
    Keywords: Phytosphingosines ; Azides ; Sphingosines ; Dodec-5-enes ; Dodec-5-ynes ; Tetrols ; Epoxides ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Reaction of the lithium acetylide prepared from bromooctene 2 with 2,4-O-benzylidene-D-threose (1) yielded the epimeric dodec-5-ynetetrol derivatives 3a, b. Reaction of the Grignard reagent of bromooctene 2 with 1 gave (E,Z)-dodec-5-ene-tetrol derivatives (E,Z)-12a,b. From these precursors D-ribo-phytosphingosine derivatives 7b, (E)-18, and (Z)-18, respectively, were obtained. Also interesting anhydro derivatives, for instance 3,4-epoxides 11a and (E)-21, and 1,4-anhydro phytosphingosine derivatives 9a, 10a, and (E)-23, respectively, were synthesized. A very useful method is described for the assignment of the configuration at C-4 of the 1,3-O-benzylidene-1,2,3,4-tetrol derivatives 3a, 3b, (E,Z)-12a, and (E,Z)-12b by means of NMR spectroscopy.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419940115
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  • 9
    Electronic Resource
    Electronic Resource
    Glycosyl Phosphites as Glycosyl Donors - A Comparative Study (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 325-329 
    Details
    ISSN: 0170-2041
    Keywords: Glycosides ; Phosphites ; Lewis antigen X (LeX) and A (Lea) ; Carbohydrates ; Saccharides ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tri-O-benzyl-L-fucose (3) was transformed into the bis(trichloroethyl) phosphite derivative 4 which was allowed to react with 3-O-unprotected azidoglucose 7 as fucosyl acceptor in the presence of TMSOTf as catalyst to furnish disaccharide building block 1, useful in Lewis antigen X (LeX) synthesis, in 75% yield. Similarly, 2,3,4,6-tetra-O-acetyl-D-galactose (8) was transformed into the bis(trichloroethyl) phosphite derivative 9 which afforded by treatment with acceptor 7 disaccharide 10 in 64% yield. The reaction of the derived acceptor 11 with donor 4 furnished trisaccharide building block 12, useful in Lewis antigen A (Lea) synthesis, in 88% yield. Transformation into the less reactive donor 14 and reaction with lactose acceptor 15 gave pentasaccharide 2 only in modest yield, thus exhibiting the scope and limitations of phosphite leaving groups in glycosylation reactions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419940403
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  • 10
    Electronic Resource
    Electronic Resource
    Synthesis of N-Acetylneuraminic Acid Derivatives and Structural Analogues (1994)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1994 (1994), S. 541-548 
    Details
    ISSN: 0170-2041
    Keywords: Wittig reactions ; Pentodialdoses, D-lyxo ; 2-Nonuloses, 3-deoxy- ; Acetylneuraminic acid derivatives ; Neuraminic acid derivatives ; Sialic acid derivatives ; Carbohydrates ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The cis-selective Wittig reaction of D-lyxo-pentodialdose derivative 2 with C4 building block 3 in the presence of NaN(TMS)2 as a base furnished C9 species 4 which was transformed into ring-opened derivative 7; diastereoselective epoxidation of the CC double bond with MCPBA afforded the required epoxide 8. Regioselective epoxide opening via trichloroacetimino derivative 9 and cleavage of the derived oxazoline 10 led to 5-trichloroacetylamido-substituted compound 11 having from C-4 to C-9 the functions and stereochemistry found for neuraminic acid. Regioselective oxidation of the 2-hydroxy group of 1,2,4,6-tetra-O-unprotected 11 with (Bu3Sn)2O/Br2 afforded directly 2-nonulose derivative 13 which adopts the pyranose form. Compound 13 could be readily transformed into the known methyl 5-acetylamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranoside (19). Regioselective Cbz protection of the 1-hydroxy group of 13 and then treatment with MeOH/HCl furnished methyl pyranoside 22. Per-O-acetylation and subsequent hydrogenation liberated the primary hydroxy group at C-1, thus providing after oxidation and esterification of the carboxylic acid moiety N-dichloroacetylneuraminic acid derivative 25. Treatment with Bu3SnH/AIBN afforded O-acyl protected Neu5Ac derivative 26. The structure of 26 was confirmed by an independent synthesis from Neu5Ac.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199419940603
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