2-Ethoxycarbonyl-5-methoxy

An alternative approach to the PQQ-triester 130, a precursor to the cofactor PQQ, was developed starting with diethyl 4-oxopent-2-ynedioate 128 <1996HCA658>. Diastereoselective formation of diethyl (Z)-2-(2-(ethoxycarbonyl)-5-methoxy-l/7-indol-6-ylamino)-4-oxopent-2-enedioate 129 followed by acid-catalyzed cyclocondensation gave the target 130 (Scheme 19). 

Ethoxycarbonyl-5-methoxy-4-methyl- E8a, 928 [ROOC - CH(CH3) - NH -CO-COOR + cocy... 

Experimental Procedure 4.2.4. Etherification of a Serine Derivative by Intermo-lecular O-H Insertion Methyl (25)-3-[(Ethoxycarbonyl)methoxy]-2-(benzyloxy-carbonylamino)propanoate... 

Reaction of 3-formyl derivative 375 with ethyl bromoacetate in boiling ethanol in the presence of sodium ethylate yielded 2-[(ethoxycarbonyl) methoxy]-3-formylpyrido[ 1,2-a]pyrimidin-4-one 376 [91 IJC(B)839]. The... 

Ethoxycarbonylmethan- -diethylester XII/1, 451 aus Natrium, Phosphorigsaure-diethylester und Chloressigsaure-ethylester XII/1, 450 Ethoxycarbonyl-methoxy-methan- -dialkylester XII/1, 508... 

Ethoxycarbonyl)-methoxy Tellurium Pentafluoride A well-dried solution of ethyl diazoaeetate in diehloromethane is prepared, eooled in an iee bath, and stirred. A solution of hydroxy tellurium pentafluoride dissolved in diehloromethane is added dropwise until the yellow color of the diazo compound has disappeared and nitrogen is evolved. The solvent is distilled off under atmospheric pressure and the residue is distilled under aspirator vacuum yield 80% b.p. 58"/10 torr. 

Cloricromene or 8-monochloro-3)3-diethylamino-ethyl- 4- methyl- 7- ethoxycarbonyl-methoxy-couma-rine (Aporti et al. 1978) inhibited the induction of the inducible isoform of nitric oxide synthase in murine J774 macrophages (Zingarelli et al. 1993). 

Cloricromene (8-monochloro-3j8-diethylamino-ethyl-4-methyl-7-ethoxycarbonyl-methoxy-couma-rine) inhibited the induction of nitric oxide synthase (ZiNGARELLi et al. 1993). Rings of thoracic aortas from fipopolysaccharide (4 mg/kg, i.v.)-shocked rats, contracted with phenylephrine, showed a progressive decrease in tone, that was of a greater magnitude than that of aortas from naive rats. Moreover, a decreased response to the constrictor effect of phenylephrine was observed in aortas from shocked rats. In vivo treatment with cloricromene (2 mg/kg, i.v.) 30 min before fipopolysaccharide administration partially prevented the loss in tone of aortic rings and improved their reactivity to phenylephrine. 

Abstract Cone, partial cone, 1,2-altemate, and 1,4-altemate conformers of tetrakis[(ethoxycarbonyl)-methoxy] [2.1.2.1]metacyclophane (MCP, 2) were isolated and characterized by H-NMR and an X-ray crystal stmcture analysis of the 1,4-altemate confoimer. Of the four conformers, only the cone conformer 2d forms a complex with alkali metals. The stability constants of 2d with alkali metal ions were determined by the direct H-NMR method and UV spectra, and the order observed as potassium < cesium, sodium ions. 

Calix[n]arenes have attracted great attention as ionophoric receptors [1-4] and potential enzyme mimics [5] in host-guest chemistry. Shinkai et al. have reported the preparation and ionophoric properties of four conformers of tetra-terf-butyl-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene [6-8]. Cone and partial-cone conformers are obtained by the metal template effect using sodium and cesium ions, respectively, but the 1,2-altemate and 1,3-altemate conformers were synthesized by the protection-deprotection method [8-10]. They also found that the cone conformer shows a selectivity for sodium [6] and the other conformers show a selectivity for potassium [8]. 

Here we describe the isolation and the ionophoric properties of the conform-ers of tetra-rert-butyl-tetrakis[(ethoxycarbonyl)methoxy] [2.1.2.1 ]metacyclophane (MCP), a homologue of calix[4]arene. 

TABLE III. The stability constants K of complexes of 2d and tetra-te/t-butyl-tetrakis[(ethoxycarbonyl)-methoxy]calix[4]aiene 4[6] with sodium, potassium, and cesium ion. 

As shown above, we could obtain the tetra-/m-butyl-tetrakis[(ethoxycarbonyl)-methoxy] [2.1.2.1]MCP 2 as four conformers, the partial-cone 2a, 1,4-altemate 2b, 1,2-altemate 2c and cone conformer 2d. The conformational characterization was determined by H-NMR spectra and an X-ray crystal structure analysis of 2b. By using sodium carbonate in acetone, we could obtain the cone conformer 2d selectively and in high yield. 

Ethoxycarbonyl)-7- methoxy-3-methyl- 4-propanoyl Propanoyl chloride, AICI3 93 L8J... 

When large groups, such as phenyl, bromo, ethoxycarbonyl or nitro are attached at position 3, the principal products are l-alkylcinnolin-4(l/f)-ones. Cyanoethylation and acetylation of cinnolin-4(l/f)-one takes place exclusively at N-1. Phthalazin-l(2/f)-ones give 2-substituted derivatives on alkylation and acylation. Alkylation of 4-hydroxyphthala2in-l(2/f)-one with an equimolar amount of primary halide in the presence of a base leads to 2-alkyl-4-hydroxyphthalazin-l(2/f)-one and further alkylation results in the formation of 4-alkoxy-2-alkylphthalazinone. Methylation of 4-hydroxy-2-methyl-phthalazinone with dimethyl sulfate in aqueous alkali gives a mixture of 4-methoxy-2-methylphthalazin-l(2/f)-one and 2,3-dimethylphthalazine-l,4(2//,3//)-dione, whereas methylation of 4-methoxyphthalazin-l(2/f)-one under similar conditions affords only 4-methoxy-2-methylphthalazinone. 

Indazole, 5,5-dimethyl-3-trifluoromethyl-4,5-dihydro-trichomonacidal activity, 5, 291 Indazole, 2-ethoxycarbonyl-reactions, 5, 269 Indazole, 3-fluoro-synthesis, S, 263 Indazole, 1-germyl-synthesis, 5, 236 Indazole, 1-glycosyl-synthesis, 5, 289 Indazole, 2-glycosyl-synthesis, 5, 289 Indazole, halo-reactions, S, 266 Indazole, 2-hydroxy-methylation, 5, 269 Indazole, 3-hydroxy-reactions, S, 264 Indazole, 6-hydroxy-diazo coupling, 5, 86 Indazole, hydroxyphenyl-synthesis, S, 288 Indazole, 3-iodo-synthesis, S, 241 Indazole, l-isopropyl-3-phenyl-reduction, 5, 243 Indazole, 3-mercapto-1 -substituted tautomerism, 5, 265 Indazole, methoxy-... 

Quinolinium salts, 2-ethoxycarbonyl-3-hydroxy-acetylation, 2, 544 Quinolinium salts, 1-methoxy-reactions... 

Selenophene, 2,5-dimethyl-3-mercapto-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 2,4-diphenyl-synthesis, 4, 135 Selenophene, 2,5-diphenyl-lithiation, 4, 949 UV spectra, 4, 941 Selenophene, 2-ethoxycarbonyl-mercuration, 4, 946 Selenophene, halo-reactions, 4, 955 Selenophene, 2-hydroxy-Michael reaction, 4, 953 tautomerism, 4, 36, 945, 953 Selenophene, 3-hydroxy-tautomerism, 4, 36, 945 Selenophene, 3-hydroxy-2,5-dimethyl-tautomerism, 4, 945, 953 Selenophene, 2-hydroxy-5-methyl-methylation, 4, 953 tautomerism, 4, 945 Selenophene, 2-hydroxy-5-methylthio-tautomerism, 4, 945 Selenophene, 3-iodo-synthesis, 4, 955 Selenophene, 3-lithio-reactions, 4, 79 synthesis, 4, 955 Selenophene, 2-mercapto-tautomerism, 4, 38 Selenophene, 3-mercapto-tautomerism, 4, 38 Selenophene, 2-mercapto-5-methyl-synthesis, 4, 956 tautomerism, 4, 946 Selenophene, 3-methoxy-lithiation, 4, 949, 955 synthesis, 4, 955 Selenophene, methyl-oxidation, 4, 951 synthesis, 4, 963 Selenophene, 2-methyl-lithiation, 4, 949 Selenophene, 3-methyl-synthesis, 4, 963... 

Treatment of 8-[(4-cyanophenyl)methoxy]-7-formyl-2-cyclopentyl-2,3,4,6,11,1 la-hexahydro-l//-pyrazino[l,2-i]isoquinoline-l,4-dione with (Et0)2P(0)CH2C00Et and NaH in THF at 40 °C overnight, or with (2-pyridylmethyl)-, 4-[(ethoxycarbonyl)benzyl]-, (4-nitrobenzyl)-, and (meth-oxymethyl)triphenylphosphonium halogenide in the presence of KH in THF at room temperature gave 7-ethylene derivatives 386 (98MIP7). 

C,4H,ftN202S 84711-26-2) see Etomidate /V-ethoxycarbonyl-3-methoxy-8,14-didehydroinorphinan (C2(tH25N03i 58025-69-7) see Butorphanol 2 -e(hoxycarbonylmethoxy-4 -(3-methyl-2-butenyloxy)-acetophenone... 

Ethoxycarbonyl-6,7-dimethyl-2-quinoxalinecarboxylic acid 2-(l-Ethoxycarbonylethyl)-3-methoxy quinoxaline 2-(2-Ethoxycarbonylethyl)-7-methylamino-8-nitroquinoxaline... 

The comparison between the cycloaddition behavior of simple diazoketones and of ethyl diazopyruvate 56 towards the same olefin underlines the crucial influence of the ethoxycarbonyl group attached to the carbonyl function. This becomes once again evident when COOEt is replaced by an acetal function, such as in l-diazo-3,3-di-methoxy-2-butanone 86 with enol ethers and acetates, cyclopropanes rather than dihydrofurans are now obtained 113). ... 

The early use of aqueous potassium hydroxide in acetone for the acetylation and benzoylation of 3-nitrocarbazole using the acid chlorides has been subsequently repeated for the N-acetylation of 3,6-dinitrocarbazole with acetic anhydride, for the N-acetylation, ethoxycarbonylation, 4-fluorobenzoylation, and prop-2-ynoylation of 2-nitrocarbazole and for the methoxy- and ethoxycarbonylation of carbazole itself utilizing the chloroformate esters. 

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