Abstract N-Acetyl-N-benzyloxy-β-alanine was obtained by Michael addition of N-acetyl-N-benzyloxyamine on terbutylacrylate under solvent-free PTC conditions followed by elimination of the terbutyl group. Polyamines were acylated with N-acetyl-N-benzyloxy-β-alanine. The prepared compounds exhibited a moderate activity against HIV protease.

N-Chloromethyl-N-benzyloxyamides were synthetized from hydroxamic acids through hydroxymethylation followed by the action of thionyl chloride. The obtained products were reacted with nucleophiles under mild conditions. Examples of formation of C-C, C-O, C-N and C-P bonds are given.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The effects of the chemical hybridizing agent RH0007 (CHA or gametocide) on the fatty acid composition of mature seeds, anthers and leaves of Triticum aestivum were investigated. The fatty acid composition of seeds of treated plants showed small but significant variations compared with control material. Total lipid content of treated seeds decreased markedly with gametocide treatment. Fatty acid composition and repartition of polar lipids of anthers were not drastically altered by the treatment. In anthers of treated plants, linoleic acid content rose as oleic and linolenic acid percentages fell. Foliar sprays of CHA induced drastic decreases in chlorophyll and carotenoid contents of treated leaves. Changes in fatty acid composition were not so marked as for pigment levels. Changes observed for anthers and leaves could be correlated with a secondary herbicide effect of the gametocide but not with a primary action.

A simple HPLC method has been developed for the quantification of chemical hybridizing agent (CHA) in grains, leaves, straw and glumes of traited wheat. The procedure included acido-basic extractions of wheat grains and tissues and derivatization of CHA residue as methyl ester compound. The chromatographic separation was achieved with Spherisorb silica using ethyl acetate-methanol (98:2) and UV detection at 285 nm. Good recoveries of CHA for fortified wheat grains and leaves were obtained. Recoveries of CHA in traited wheat demonstrated accumulation of the agent in reproductive organs.

Abstractγ‐Hydroxybutyric acid (GHB) is known to act as a neuromodulator or neurotransmitter in the CNS.

A new route to 2-N-(carboxypropylamino)-2-deoxy-D-glucopyranose synthesis is reported, involving the Schiff-base derivative of beta-D-glucosamine with benzyl 4-oxobutyrate. Improvement in the synthesis of benzyl-4-oxobutyrate is also described. Biological compounds action was investigated by evaluating sedative and dopaminergic activities on male mice.

The syntheses of 2-carboxamido 2-deoxy 1,3,4,6-tetra O-acetyl β-D-glucose and 2-carboxamido 2-deoxy D-glucose derivatives are described. These compounds are proposed as 4-hydroxybutyric acid (GHB) derivatives in attempt to test whether modifications in GHB structure could lead to more active biological substances.

S-silylketene S,N-acetals react with Schiff bases to afford β-aminothioamide in good yields. The reactivity of the title acetals is compared to that of corresponding lithium-enethiolates.

(Z) S-Silylketene S,N acetals react with α-enones to afford exclusive 1-2 addition. Titanium enethiolates and titanium - ate - complexe enethiolates undergo 1-2, 1-4 addition.

AbstractDie Z‐konfigurierten Titelverbiirdungen (III) werden durch Umsetzung entsprechender Lithium‐enthiolate (I) mit TrimethylsiIylehlorid (II) dargestellt.

N,N-Dimethylthioamides can be converted stereoselectively into (Z)-N,N-dimethyl-S-trimethylsilylketene S,N-acetals, 2. Condensa under the influence of a catalytic amount of tetrabutylammonium fluoride affords erythro-(R★,R★)-β-hydroxythioamides selectively in good yields. The aldol reaction is postulated to proceed via an acyclic transition state. Lewis acid-promoted condensation of 2 with benzaldehyde on the other hand affords mainly threo-(R★,S★)-β-hydroxythioamides when R1 is not too bulky.

N-dialkyl thioamides can be converted stereoselectively into (Z)N-dialkyl S-trimethylsilylketene S,N acetals 2. Condensation of 2 with benzaldehyde in the presence of TBAF or Lewis acids catalysis affords erythro (R*R* or threo (R*S* β-hydroxythioamides selectively.

Organometallic compounds derived from thioamides RCH2CSNMe2 react with some α-enones to give mixture of 1,2 and 1,4 products. The regioselectivity of the addition which depends on R is discussed. La réaction des organométalliques dérivés de thioamides RCH2CSNMe2 avec quelques α-énones conduit à un mélange de produits d'addition 1,2 et 1,4. La régiosélectivité de l'addition est discutée en fonction du groupe R.

AbstractBei der Umsetzung der lithiierten Thioamide (I) mit den ungesättigten Ketonen (II) entstehen Gemische aus den Alkoholen (IV) und den Ketonen (III).

Organometallic compounds derived from thioamides RCH2CSNMe2 react with some α-enones to give mixture of 1,2 and 1,4 products. The regioselectivity of the addition which depends on R is discussed.

Organometallic compounds derived from thioamides RCH2CSN(R3)2 condense normally with aldehydes and saturated ketones. Condensation with 4-t-butyl-cyclohexanone leads predominantly to equatorial attack by the organometallic compound. These results suggest that the organometallic structure as RCHC(SM)N(R3)2.

AbstractDie durch Umsetzung von Lithium‐ oder Chlormagnesium‐di‐(isopropyl)‐ amin (II) mit Thioamiden (I) erhaltenen metallorganischen Thioamid‐Derivate (III) bzw. (IV) reagieren mit Aldehyden oder Ketonen (V) zu den β‐Hydroxythioamiden (VI).

Chemischer InformationsdienstVolume 11, Issue 12 Preparative Organic Chemistry ChemInform Abstract: SYNTHESIS OF N,N-DIALKYL-3-OXOALKANAMIDES C. GOASDOUE, C. GOASDOUESearch for more papers by this authorR. COUFFIGNAL, R. COUFFIGNALSearch for more papers by this author C. GOASDOUE, C. GOASDOUESearch for more papers by this authorR. COUFFIGNAL, R. COUFFIGNALSearch for more papers by this author First published: March 25, 1980 https://doi.org/10.1002/chin.198012151Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume11, Issue12March 25, 1980 RelatedInformation