摘要:

AbstractThe syntheses of122I‐ and125I‐labelled 2,4‐dimethoxy‐N,N‐dimethyl‐5‐iodophenylisopropylamine, 3,5‐dimethoxy‐N,N‐dimethyl‐2‐iodophenylisopropylamine and 2,6‐dimethoxy‐N,N‐dimethyl‐3‐iodophenylisopropylamine are described. The speed (3 min, including purification) and yield (45‐85%) obtained in direct iodination procedures utilizing chloramine‐T have allowed the use of the short‐lived positron emitter122I (t1/2= 3.6 min) in brain blood flow imaging studies. The three appropriate precursors (themeta‐dimethoxy‐N,N‐dimethylphenylisopropylamines) were prepared from the corresponding phenyl acetone analogues by reductive amination employing dimethylamine and NaCNBH3. The ketones were obtained from the appropriate nitr

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230202

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractNous proposons dans ce travail deux méthodes générales de synthése de composés trideutériés sur le méthyle terminal d'une chaine aliphatique. Dans les deux cas. l'hydrolyse de l'un des groupements esters constitue la premiére étape du schéa réactionnel. L'acide ester obtenu est transformé i) en aldéhyde ester; une réaction de Wittig conduit au vinyl ester. Le groupement ester est réduit d'abord en alcool 1‐2H2, puis par l'intermédiaire du mésylate en ω‐2H3l‐alcene. L'oxydation de ce composé donne l'acide ω‐2H3. ii) en alcool ester. La fonction alcool est protégée par le dihydropyranne et le groupement ester est traité comme ci‐dessus

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230203

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractThe synthesis of deuterium labelled 4′‐,6‐,7‐ and 8‐hydroxy metabolites of warfarin and phenprocoumon is described. The pentadeuterio labelled 6‐,7‐ and 8‐hydroxyphenprocoumons were prepared via alkylation of the respective 6‐, 7‐ and 8‐methoxy‐4‐hydroxycoumarins with 1‐(phenyl‐d5)‐1‐bromopropane and subaequent cleavage of the methyl protecting group with boron tribromide. The synthesis of 1‐(pentadeuteriophenyl)‐1‐bromopropane and the 6‐, 7‐ and 8‐methoxy‐4‐hydroxy‐coumarins are also presented. The pentadeuterio labelled 6‐, 7‐ and 8‐hydroxy‐warfarins were obtained by reaction of 4‐(phenyl‐d5)‐3‐buten‐2‐one with the respective 6‐, 7‐ and 8‐hydroxy‐4‐hydroxycoumarins in methanol followed by hydrolysis of the intermediate cyclic methyl ketals in aqueous acid. 4‐Hydroxycoumarin‐5,6,7,8‐d4, prepared from phenyl‐d6and tetradeuteriomalonic acid, was reacted with 1‐(p‐hydroxyphenyl)‐1‐propanol and 4‐(p‐hydro

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230204

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractMulti‐gram quantities of methyl 8c,11c‐octadecadienoate‐17,17,18,18‐d4and methyl 8c,11c,14c‐octadecatrienoate‐17,17,18,18‐d4were synthesized for use in human metabolism studies. The deuterium atoms were incorporated using tris(triphenylphosphine)chlororhodium (I) catalyst and deuterium gas. The double bonds in the Δ11 and Δ14 positions were incorporated by acetylenic coupling. The double bond in the Δ8 position was introduced by the Wittig coupling of the mono‐ or di‐unsaturated triphenyl phosphonium halide to 7‐formylheptanoate. The 15‐25%transisomers formed by the Wittig coupling reaction were removed by silver resin chromatography. Overall yields were 15%, for the diene ester (an 8‐step synthesis) and 12%, for the triene (a 12‐step synthesis). Both compounds were shown to have

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230205

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractTritium labelled 8‐chloro‐1‐[(dimethylamino)methyl]‐6‐phenyl‐4H‐s‐triazolo[4,3‐a][1,4]benzodiazepine was prepared from [3H]bromomethane and 8chloro‐1‐[(N‐methylamino)methyl]‐6‐phenyl‐4H‐s‐triazolo[4,3‐a][1,4]benzodiazepine. The latter compound was efficiently obtained from 8‐chloro‐6‐phenyl‐4H‐s‐triazolo[4,3‐a)[1,4]benzodiazepine by hydroxymethylation, mesylation and mesylate displacement with aqueous methylamine. The titl

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230206

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

Abstract14C‐ and3H‐Labelled psilocin (4‐hydroxy‐N,N‐dimethyl‐tryptamine), the principal, active agent of hallucinogenic mushrooms, was synthesized from 2‐methyl‐3‐nitrophenolvia4‐benzyloxyindole.14C‐Labelled potassium cyanide was reacted with 4‐benzyloxygramine (obtained from 4‐benzyloxyindole) to give14C‐4‐benzyloxy‐3‐indole acetic acid, an intermediate for14C‐psilocin synthesis.3H‐Labelled lithium aluminium hydride was used to react with 4‐benzyloxy‐3‐indole‐N,N‐dimethyl‐glyoxylamide (obtained from 4‐benzyloxyindole) to give3H‐4‐benzy

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230207

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractAn efficient preparation of the title compound1astarting from propargyl alcohol and proceeding via deuterated monomethyl adipate (8a) is described. As demonstrated by the first total synthesis of deuterated ω‐carboxy‐thromboxane B2(13a),1amay serve as a versatile starting compound for the synthesis of various ω‐carboxy prostanoic acid meta

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230208

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractThe preparations of [ar‐2H4]‐ibuprofen and [ar, 3,3,3‐2H7]‐ibuprofen are described. The deuterium was incorporated into the aromatic ring of [ar‐2H4]‐ibuprofen which is a metabolically stable Position. [ar,3,3,3‐2H7]‐ibuprofen was synthesized by the same route using [2H3]‐CH3I instead of CH3I for use as a GC/MS internal standard in stable isotope labelled bioava

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230209

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractDeuterium NMR spectroscopy has been used to show that a previously published synthesis of 16α, 17α‐epoxy ‐3‐hydroxy‐[17‐3H]oestra‐1,3,5(10)‐triene is not regiospecific but leads to additional isotope incorporation at positions ‐2 and/or ‐4. A modified synthesis is described which leads to the title compounds exclusively label

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230210

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY

摘要:

AbstractFacile syntheses of [5‐2H]‐, [6‐2H]‐uracil and [5‐2H]‐, [6‐2H]‐cytosine were investigated. The catalytic reaction of uracil or cytosine with2H2gas in alkaline media gave rise to [6‐2H]‐compounds almost exclusively. On the other hand,the reaction of 5‐bromouracil or 5‐bromocytosine with2H2gas and gave rise to a mixture of [5‐2H]‐, [6‐2H]‐ and [5‐2H,6‐2H]‐compounds depending on the experimental conditions. By controlling the temperature, the pressure of2H2gas and the amounts of catalyst, [5‐2H]‐uracil and [5‐2H]‐cytosine were obtained. The isotopic distribution in each product was measured by1H

ISSN:0362-4803    

DOI:10.1002/jlcr.2580230211

出版商:John Wiley&Sons, Ltd.    

年代:1986

数据来源: WILEY