Methyl- - -ester-nitril

Imidazolidin-2-yliden)- -methyl-ester-nitril E15/2, 1997 (cyl. Isothioharnstoff-Der. + NC— CH2-COOR]... 

Malonic ester. See Diethyl malonate Malonic methyl ester nitrile. See Methyl cyanoacetate Malononitrile... 

Each of the output neurons was arbitrarily assigned one of 85 structural features, which included traditional functional groups (e.g., acetyl, methyl ester, nitrile), common substituents (e.g., isopropyl, benzyl), and large assemblages of atoms (e.g., steroid, terpene, indole). 

C3H3NO2 oxalic acid methyl ester nitrile 17640-15-2... 

Organic Acids and Their Derivatives (Anhydrides, Nitriles, Ureas). Alkyleneamines react with acids, esters, acid anhydrides or acyl hahdes to form amidoamines and polyamides. Various diamides of EDA are prepared from the appropriate methyl ester or acid at moderate temperatures (25,26). 

Addition of the alcohol 42 to a solution of BF3 Et20/TMSCN in DCM provided the nitrile 43 in 83% yield. Hydrolysis of nitrile 43 then furnished amide 44 in 85% yield. Demethylation of the methoxyindole 44 with BBra in DCM provided the hydroxyindole 45 in 80% yield. This was followed by alkylation of 45 with the bromide 46 under phase transfer conditions to provide the phosphonate ester 47 and subsequent cleavage of the methyl ester by TMS-I furnished trimethylsilyl phosphonic acid 48, which upon alcoholic workup afforded LY311727. 

The 2-phenyl-2-ethyl-pentane-1,5-diacid-mononitrile-(1) of melting point 72° to 76°C, used as starting material in this process, can be produced for example from o-phenyl-butyric acid nitrile by condensation with acrylic acid methyl ester and subsequent hydrolysis of the thus-obtained 2-phenyl-2-ethyl-pentane-1,5-diacid-monomethyl ester-mononltrile-(l) of boiling point 176° to 185°C under 12 mm pressure. 

Although the biosynthetic cascade hypothesis predicts the co-occurrence of endiandric acids D (4) and A (1) in nature, the former compound was not isolated until after its total synthesis was completed in the laboratory (see Scheme 6). Our journey to endiandric acid D (4) commences with the desilylation of key intermediate 22 to give alcohol 31 in 95% yield. The endo side chain is then converted to a methyl ester by hydrolysis of the nitrile to the corresponding acid with basic hydrogen peroxide, followed by esterification with diazomethane to afford intermediate 32 in 92% overall yield. The exo side chain is then constructed by sequential bromination, cyanide displacement, ester hydrolysis (33), reduction, and olefination (4) in a straight-... 

Treatment of the carbanion derived from 94 with nitriles was shown to give enaminesulfoxides 136, which can be converted to a-ketoesters or a-ketoacylamides185, besides the ester of JV-acetylamino acid 137. Using this reaction, the methyl ester of dl-JV-acetyl-5-hydroxytryprophane 138 was synthesized186. 

Several cationic palladium(II) aqua complexes, [Pd(H20)4], cis-[PdL(H20)2] (L = en, methionine methyl ester, l,5-dithiacycloocta-3-ol), and [Pd(dien)(H20)], serve as the active catalyst for the selective hydration of various nitriles to the corresponding carboxamides, e.g., CHCI2CN was hydrated to CHCl2C(0)NH2 in the presence of... 

Treatment of L-Ser-OMe with 3-bromocyclopentene after the hydroxy group was replaced with iodide gave in the presence of 2,2 -azobisisobutyro-nitrile (AIBN) and tri-w-butyltin hydride a mixture of stereoisomers. These stereoisomers were separated and transformed into (lS,35,5S)-54 and (lR,35,5R)-isomer 55, which are precursors of the potent angiotensinconverting enzyme inhibitors [89H(28)957], Isomer 54 was also obtained from N-acetylserine methyl ester which was converted into its chloro analog and reacted with cyclopentenepyrrolidine (84TL4479). 

A mammal may emit many volatile compounds. Humans, for instance, give off hundreds of volatiles, many of them chemically identified (Ellin etal., 1974). The volatiles include many classes of compound such as acids (gerbil), ketones, lactones, sulfides (golden hamster), phenolics (beaver, elephant), acetates (mouse), terpenes (elephant), butyrate esters (tamarins), among others. The human samples mentioned before contained hydrocarbons, unsaturated hydrocarbons, alcohols, acids, ketones, aldehydes, esters, nitriles, aromatics, heterocyclics, sulfur compounds, ethers, and halogenated hydrocarbons. Sulfur compounds are found in carnivores, such as foxes, coyotes, or mustelids. The major volatile compound in urine of female coyotes, Canis latrans, is methyl 3-methylhut-3-enyl sulfide, which accounts for at least 50% of all urinary volatiles (Schultz etal, 1988). 

A number of cis/trans 4,6-dialkyl-2,2-dimethyl-l,3-dioxanes were studied by C NMR spectroscopy (93JOC5251). The C NMR shifts of C -Me groups (Scheme 8) were found to be very sensitive to the 1,3-dioxane conformation [chair form Me(ax) ca. 19 ppm and Me(eq) ca. 30 ppm— pure 30.89 ppm in the twist-boat form both methyl carbons resonate at ca. 25 ppm (pure 24.70 ppm)]. With these values, AG° of the chair to twist-boat equilibrium was calculated (Table IV). For 13a (nitrile), 13b (alkyne), and 13e (methyl ester) (Scheme 8) in CH2CI2, the temperature dependence of the AG° values was determined. Depending on the substituent, small negative or positive entropy terms were found generally the enthalpy term dominates the -AG° value. In the tram isomers 13, the cyano and alkyne substituents favor the chair conformation, but CHO, ester, alkene, and alkyl substituents, respectively, clearly favor the twist-boat conforma-... 

The synthesis of valsartan (2) by Novartis/Ciba-Geigy chemists is highlighted in Scheme 9.5. Biphenylbenzyl bromide 18 is converted to biphenyl acetate 19 in the presence of sodium acetate in acetic acid. Hydrolysis of 19 followed by Swern oxidation delivered the biphenyl aldehyde 20, which underwent reductive amination with (L)-valine methyl ester (21) to give biphenyl amino acid 22. Acylation of 22 with penta-noyl chloride (23) afforded biphenyl nitrile 24, which is reacted with tributyltin azide to form the tetrazole followed by ester hydrolysis and acidihcation to provide valsartan (2). [See Biihlmayer et al. (1994, 1995).]... 

The diastereoselective cycloaddition of 2-phenyl-4-dimethylamino-l-thia-3-azabuta-l,3-diene with a choice of dienophiles and in the presence of a Lewis acid provides a convenient route to 5,6-dihydro-4//-l,3-thiazines <2002TL6067, 2004T1827>. The more stable /ra r-adducts are produced exclusively. The approach using (4A)-3-acryloyl-4-benzyloxazolidin-2-one 198 provides access to the chiral 5,6-dihydro-4//-l,3-thiazine 199 <2004T1827>. The exceptional level of selectivity is only achieved when magnesium bromide is used. The chiral auxiliary was removed by reaction with lithium benzoxide to give the benzyl ester 200, and reaction with catalytic amount of samarium triflate and methanol provides the methyl ester 201 (Scheme 21). 2-Substituted-5,6-dihydro-l,3-thiazines are conveniently synthesized from nitriles or thiocyanates and 4-mercapto-2-methylbutan-2-ol to produce... 

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