摘要:

AbstractThe synthesis of (R)‐(−)‐ and (S)‐(+)‐2‐amino‐1‐phenylpropane‐3,3,3‐d3via a modification of a published procedure for the unlabelled compounds is described. The preparation of the (S)enantiomer involved in the first step the reduction of D‐phenyl‐alanine to (R)‐2‐amino‐3‐phenyl‐1‐propanol–1,1‐d2with lithium aluminum deuteride. The reduction product was treated with p‐toluenesulfonyl chloride to give (R)‐3‐phenyl–2‐(4‐toluenesulfamoyl)propyl–1,1‐d24‐toluenesulfonate, which was reduced with lithium aluminum deuteride to (S)‐N‐(1‐methyl‐d3‐2‐phenethyl)‐4‐toluenesulfonamide. The latter compound was cleaved to (S)‐(+)‐2‐amino‐1‐phenylpropane‐3,3,3‐d3using naphthalene anion radical. The overall yield in the sequence was 32.8%, the isotopic purity of the product was 99%, and the enantiomeric purity>99%. The

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130101

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractThe non‐catalysed H‐D exchange in heterocyclic quaternary ammonium salts (1–3) was studied by1H‐nmr. Exchange occurs only at the C‐CH3group, at a rate decreasing in the order X = C(CH3)2, Se, CH=CH, S, NCH3. In substituted benzothiazolium salts the exchange rates decrease in the series Y = NO2, Cl, H, OCH3. Chemical shifts (δ) of C‐CH3and N‐CH3groups decrease in the same sequence. Both exchange rate constants and chemical shifts can be related ta Hammett σp‐ values of the Y substituents. The mechanism p of the exchange reaction is

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130102

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractThe preparations of [14C]‐labelled racemic (95,11R,15R)‐9, 11,15‐trihydroxy‐16‐(3‐trifluoromethylphenoxy)‐17,18,19,20‐tetranor‐5‐cis,13‐trans‐prostadienoic acid [I.C.I. 81,008] from chloro[1‐14C]acetic acid and potassium[14C]cyanide, and [14C]‐labelled racemic (95,11R,15R)‐16‐(3‐chlorophenoxy)‐9,11,15‐trihydroxy‐17,18,19,20‐tetranor‐5‐cis,13‐trans‐prostadienoic acid [I.C.I. 80,996] from chloro[1‐14C]a

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130103

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractNorepinephrine‐d10, d11deuteriochloride anderythro‐α‐methylnorepinephrine‐d6, d7hydrochloride for use as mass spectrometric stable isotope internal standards have been synthesized. Trideuteriomethylation of the lithio derivative of 3,4‐dimethoxyacetophenone provided the corresponding 1‐(3,4‐dimethoxyphenyl)‐1‐propanone‐3,3,3‐d3. Bromination followed by treatment of the resulting α‐bromoketone with dibenzylamine yielded the α‐dibenzylamino derivative of 1‐(3,4‐dimethoxyphenyl)‐1‐propanone‐3,3,3‐d3. Deuterium bromide cleaved the methyl ether groups and introduced three to four additional deuterium atoms in the resulting catechol. Catalytic hydrogenation gave the desirederythro‐α‐methynorepinephri

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130104

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractTwo cardioselective beta‐adrenoceptor antagonists: dl‐acetanalide‐4′‐[3‐(isopropylamino)‐2‐hydroxypropoxy] (“practolol”), and dl‐chloroacetanilide‐4′‐[3‐(isopropylamino) ‐2‐hydroxypropoxy](“chloropractolol”), labeled with tritium at positions 3′ and 5′of the aromatic ring were prepared. The starting 3 materials for the synthesis of the aryloxypropanolamines was 2,6‐di‐3H‐4‐acetamido phenol, prepared by catalytic dehalogenation of 2,6‐dibromo‐4‐acetamido‐phenol, employing tritium gas. Condensation of 2,6‐di‐3H‐4‐acetamido‐phenol with epichlorohydrin, followed by epoxide ring opening with isopropylamine yielded 3′ 5′‐di‐3H‐acetanilide‐4′‐[3‐(isopropylamino)‐2‐hydroxypropoxy], (3′,5′‐di‐3H‐ practolol). Deacetylation of 3′,5′‐di‐3H‐practolol followed by selective ar‐N chloroacetylation of the resulting 1‐(2′,6′‐di‐3

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130105

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

Abstract[5α‐T]‐Dihydrotestosteron was labeled by the reduction of testosterone by NADP‐T. Using liver microsomes of female rats only the 5α‐labeled compound w

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130106

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractThe synthesis of two carbon‐14 labelled oral hypoglycemic benzo(b)furansulphonylureas is deseribed. The starting materials 2,3 ‐dihydrobenzo (b)furan ‐7 ‐carboxylic acid and 5 methyl–2, 3‐dihydrobenzo (b)furan‐7‐14C‐carboxylic acid were prepared in high yield by carbonation of appropriate Grignard reagents. The final products were obtained with specific activities of 49 and 44 mCi/mmole and radiochemical purities of

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130107

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractThe little compound, a useful reagent in biochemistry, has been synthasised in 14 steps from barium carbonate14C via benzene14C‐U, through aniline14C‐U, p‐aminobenzene oulfamide14C‐U and 2, 6 dichloroaniline14C(U). The axidation of the latter into 2,6 dichloronitrosobenzene14C(U) is best performed with m‐chloro peroxybenoic acid; other reagents reported in the literature give rise to substantial amounts of 2,6 dichloronitrobenzene14C‐U. Sodium axide and the 2,6 dichloronitrosobenzene14C(U) give p‐chlorobenzfurazane‐14C(U). Nitration of the latter is conveniently obtained with the complex: trifluoromethan sulfonic acid + nitric acid which gives NBD, chloride14C(U) with a 96 % yield. The overall yield is 14% basen on Ba14CO3. Specific activity: 199 mci/mMoLe ‐ Schelf‐life at − 20°C, as liophilised power kept under vaccum

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130108

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

AbstractThe synthesis of tetralabeled histidine 15 described. Glycine‐15N was converted essentially by literature procedures to 4‐chloromethylimidazole‐3‐15N‐2,5‐2H2. Alkylation of ethyl acetamidocyanoacetate‐2‐13C, followed by acid hydrolysis and decarboxylation yielded DL‐histidine‐α‐13C‐3‐15N‐2,5‐2H2. The compound is useful as a mass spectrometric standard for the measurement of histidine and m

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130109

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY

摘要:

Abstract1‐Methyl‐2‐(2‐naphthyl)aziridine (1) and 1‐methyl–2‐(1,2,3,4‐tetrahydro‐2‐naphthyl)aziridine (II), psychotropic agents, were labelled by incorporating carbon‐14 into the carbon of the aziridine ring. Labelled products I and II were obtained in 32.4% and 14.4% radiochemical yield based on 2‐acetyl‐carbonyl‐14C‐na

ISSN:0362-4803    

DOI:10.1002/jlcr.2580130110

出版商:John Wiley&Sons, Ltd.    

年代:1977

数据来源: WILEY