摘要:

AbstractThe published four step synthesis of N‐{2‐(2‐heptyloxyphenyl‐carbamoyloxy)‐ethyl}‐piperidinium chloride (5) and N‐{2‐(2‐heptyl‐oxyphenylcarbamoyloxy)‐propyl}‐diethylammonium chloride (6), which starts from o‐acetamidophenol and 1‐bromoheptane was scaled down and modified for radioisotope work. After chromatography 1064 MBq (28,7 mCi) of [heptyl‐1‐14C]heptacaine5and 840 MBq (22, 6 mCi) of [heptyl‐1‐14C]carbisocaine6were isolated. Radiochemical yields of5and6on starting 1‐bromo [1‐14C]

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210203

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractStereospecific reaction of both diastereoisomers of O2′,N6,N6‐tribenzoyladenosine cyclic 3′,5′‐phosphoranilidates (1) with sodium hydride and carbon [35S]disulphide gave, after removal of the protective groups, the desired RP— and SP‐diastereoisomers of [

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210204

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractRacemic [3‐carboxyl14C] agaric acid triethyl ester was prepared in low yield by treatment of ethyl 2‐ethoxalyl octadecanoate2with either ethyl lithioacetate or ethyl bromoacetate, zinc and methyl borate. In another approach, lithio ethynyltrimethylsilane6was condensed with2to give7which, with dicyclohexylborane8, gave the vinyl borane9; the latter, by hydrogen peroxide oxidation followed by reaction of diazomethane gave the mixed ester11in low yield. [3‐carboxyl14C] Agaric acid, specific activity 57 mCi/mmol, was obtained from5or11by saponification with lithium hydroxide in 1,2‐dimethoxyethane. The best overall yield from ethyl [1‐14C] stearat

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210205

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

Abstract(2R, 3S); (2S, 3R) [4‐14C] Agaric acid and (2R, 3R); (2S, 3S) [4,4,5,5‐3H] agaric acid were synthesized from respectively threo methyl 1,2‐epoxypropane‐1,2,3‐tricarboxylate3and erythro epoxide2.Epoxy ring opening of2and3with [1‐14C] hexadecyl copper10. gave respectively the analog4of agaric acid trimethyl ester and methyl [4‐14C]agaricate 5, which was hydrolyzed to1aby lithium hydroxide in 1,2‐dimethoxyethane (DME).Epoxy ring trans opening of2with diethyl 1‐hexadecynylalane9gave the alcynyl derivative7which was saturated with tritium in presence of Pd/C to lead to6. After hydrolysis (LiCH + DME),1bwas obtained.The structures of the diastereoisomers (2R, 3R); (2S, 3S)1band (2R, 3S); (2S, 3

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210206

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractSynthetic routes to some deuterium labeled bile acids are described. The conjugated methyl esters of chenodeoxycholic15and cholic23acids are the key intermediates to these syntheses.

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210207

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractHexestrol‐d4was synthesized from 1‐hydroxy‐1p‐methoxyphenyl‐[2,2‐d2]propane (7) by reductive coupling. The preparation of7involved reduction of p‐methoxy‐[2,2‐d2]propiophenone (2b) obtained by exchange deuteration. Dienestrol‐d2was synthesized from p‐hydroxy‐[2,2‐d2]propiophenone by pinacol coupling followed by dehydratation of the coupling product using acetic

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210208

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractThe synthesis of an alpha adrenergic antagonist labelled with tritium: [(2,3‐3H)‐1,4‐benzodioxanye] WB 4101 or 2‐N[2,6 dimethoxyphenoxyethye]aminomethyl 2,3‐3H‐1,4 benzodioxan is described.2‐cyano‐1,4‐benzodioxan:1was prepared from catechol and 2‐chloroacrylonitrille and then converted to 2‐cyano‐1,4‐benzodioxin:2by the successive actions of N‐bromosuccinimide in CCl4and sodium iodide in acetone.2was reduced with lithium aluminium hydride into 2‐aminomethyl‐1,4‐benzodioxin:3and then converted to 2‐[N‐(2,6‐dimethoxyphenoxyethyl)‐aminomethyl]‐1,4‐benzodioxin:4a, and its hydrochloride:4b.The catalytic reduction of4a,4bwith tritium in various and in presence of various catalysts was studied. The best result was obtained with Wilkinson's catalyst in benzene giving rise to [(2,3‐3H)1,4‐benzodioxanyl]WB 4101 with a specific activity of 60 C

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210209

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractTritium Iabelled bumetanide of high specific activity (16 Ci/mmol) has been prepared in our laboratory by tris(triphenyl‐phosphine) rhodium chloride catalyzed reduction of an olefinic precursor with carrier free tritium gas in benzene‐ethanol (1:1). The product is labelled in the N‐butyl side chain. Comparison of both heterogeneous palladium and homogeneous rhodium catalyzed deuterium reductions as a model for the tritiation revealed that the latter reduction was accompanied by considerably less label scram

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210210

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractDeuteration of verapamil, 5‐[(3,4‐dimethoxyphenylethyl)methyl‐amino]‐2‐(3,4‐dimethoxyphenyl)‐2‐isopropyvaleronitrile, an important calcium channel antagonist was accomplished by direct exchange in 25%2H2SO4in2H2O. Refluxing for 140 hr incorporated 4–6 atoms of deuterium, which were distributed into both aromatic rings, but primarily in the ring attached through position 5 of the val

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210211

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY

摘要:

AbstractThis paper describes a simple, rapid synthesis of caffeine‐1,7‐13CH3produced by the reaction of iodomethane‐13C with 3‐methylxanthine. The synthesis is complete in one day, requires only the most rudimentary laboratory equipment, and is amenable to large scale synthesis. Overall yield after product isolation is 82%, and the product is of 99% chemical purity and 99% isotopic

ISSN:0362-4803    

DOI:10.1002/jlcr.2580210212

出版商:John Wiley&Sons, Ltd.    

年代:1984

数据来源: WILEY