1- Ethoxycarbonyl-2-hydroxy

Ethoxycarbonyl-2-hydroxy-5-methyl-3-oxo- Vl/ld, 25 Cyclopropane 1,1-Dimethoxycarbo-nyl-2-ethenyl- E21c, 3035 [En + H2C(COOR)2]... 

Ethoxycarbonyl-2-hydroxy-l-methyl- IV/ld, 318 1 -(Ethoxycarbonyl-methy 1)-1 -hydroxy- Vl/la, 2, 1323 (Hydroxy-alkylier.) VI/lc, 662 (Oxiran-Red.)... 

Cyclooctan tert.-Butylperoxycarbo-nyl- El3/1, 805 (Cl -> O-OR) Cydopentan 1,3-Dimethyl-1-ethoxycarbonyl-2-hydroxy-2-isopropyl- E21c, 2254 (5-COOR-6-oxo-1-en + Snl2)... 

C14H2 4O3, 1-Ethoxycarbonyl-2-hydroxy-1-methyl-cis-perhydronaphth-alene, 44B, 148... 

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. 

Acyl-, 4-alkoxycarbonyl- and 4-phenylazo-pyrazolin-5-ones present the possibility of a fourth tautomer with an exocyclic double bond and a chelated structure. The molecular structure of (138) has been determined by X-ray crystallography (Table 5). It was shown that the hydroxy group participates in an intramolecular hydrogen bond with the carbonyl oxygen atom of the ethoxycarbonyl group at position 4 (8OCSCII21). On the other hand, the fourth isomer is the most stable in 4-phenylazopyrazolones (139), a chelated phenyl-hydrazone structure. 

Benzothiazole, 2-ethoxycarbonyl-6-hydroxy-synthesis, 6, 325 Benzothiazole, 2-ethyl-reactions, 6, 276 Benzothiazole, hexahydro-synthesis, 5, 120 Benzothiazole, 2-hydroxy-reactions, 6, 285 synthesis, 6, 322, 324 Benzothiazole, 2-(o-hydroxyphenyl)-structure, 6, 238 Benzothiazole, 2-lithio-... 

Coumarin, 6-ethoxycarbonyl-4,5,7-trihydroxy-synthesis, 3, 805-806 Coumarin, 3-hydroxy-Mannich reaction, 3, 680 mass spectra, 3, 609 Coumarin, 4-hydroxy-alkylation, 3, 692 azo dyes from, I, 331 electrophilic substitution, 2, 30 IR spectra, 3, 596 Mannich reaction, 3, 680 mass spectra, 2, 23 3, 609 molecular structure, 3, 622 reactions... 

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-... 

Pyrazolidine, l,2-diethyl-3-hydroxymethyl-biological activity, 5, 297 Pyrazolidine, 2-ethoxycarbonyl-l-phenyl-reactions, 5, 257 Pyrazolidine, 4-hydroxy-synthesis, 5, 155 Pyrazolidine, 1-phenyl-... 

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... 

Thiazole, 5-amino-4-ethoxycarbonyl-2-methyl-synthesis, 6, 306 Thiazole, 2-amino-4-(2 -furyl)-bromination, 6, 256 Thiazole, 2-amino-4-hydroxy-synthesis, 6, 296 Thiazole, 5-amino-2-hydroxy-synthesis, 6, 301 Thiazole, 5-amino-2-mercapto-synthesis, 6, 301 Thiazole, 2-amino-4-methyl-alkylation, 6, 256 synthesis, 6, 300 Thiazole, 2-amino-5-nitro-antiparasitic activity, 1, 180... 

Thieno[2,3-c]pyridine, 2-amino-6-benzyl-3-ethoxycarbonyl-4,5,6,7-tetrahydro-biological activity, 4, 1015 Thieno[2,3-c]pyridine, 4,5,6,7-tetrahydro-biological activity, 4, 1015 Thieno[3,2-6]pyridine, 3-hydroxy-synthesis, 4, 1010... 

Treatment of alkyl 9-benzyloxycarbonyl-3-methyl-6-oxo-2/7,6//-pyr-ido[2,l-f ][l,3]thiazine-4-carboxylates with BBr3 in CH2CI2 at -70 °C for 0.5-1 h and at room temperature for 3h yielded 9-carboxyl derivatives. The decarboxylation of these acids was unsuccessful. Hydrolysis of diethyl cA-3,4-H-3,4-dihydro-3-methyl-6-oxo-2//,6//-pyrido[2,l-f ][l,3]thiazine-4,9-dicarboxylate in aqueous EtOH with KOH at room temperature for 3 days yielded 4-ethoxycarbonyl-3,4-dihydro-3-methyl-6-oxo-2//,6//-pyrido-[2,l-f ] [1,3]thiazine-9-carboxylic acid (00JCS(P1)4373). Alkyl 9-hydroxy-methyl-3-methyl-6-oxo-3,4-dihydro-2//,6//-pyrido[2,l-f ][l,3]thiazine-4-car-boxylates were O-acylated with AC2O and (PhC0)20 in pyridine at room temperature for 12-48h. 

S.P. solid-phase technique L.P. liquid-phase technique OPTcp pentachlorophenyl ester TEEP tetraethyl pyrophosphit OTCp trichlorophenyl ester ONp p-nitrophenyl ester ONSu N-hydroxysuccinimido ester OPFp pentafluorophenyl ester OQu 8-hydroxyquinyl ester OPy 3-hydroxy-pyridyl ester ODnp 2,4-dinitrophenyl ester DCC dicyclohexylcarbodiimide HOBn 3-hydroxy-4-oxo-3,4-dihydro-l,2,3-benzotriazin Opi JV-hy-droxypiperidine EEDQ 2-ethoxy-l-ethoxycarbonyl-l,2-dihydroquinoline Tos p-toluenesulfonyl PTC propanetricarboxylic acid OBu tm-butyl ester Nva norvaline Aha aminohexanoic acid Om ornithine... 

Dimethylquinoxaline (147) gave 2-ethoxycarbonyl-2-hydroxy -methyl-2,3-dihydro-[l/ ]-pyrrolo[l,2-u]quinoxalin-10-ium bromide (148) (BrCH2CO-C02Et, AcEt, reflux, 3h, then 20°C, 12 h 72%) and thence successively ethyl 4-methylpyrrolo[l,2-fl]quinoxaline-2-carboxylate (149) (EtONa, EtOH, 20°C, 4h 93% note oxidation by loss of H2O), the uncharacterized quaternary salt (150) (as the first step but 6h 50%), and diethyl dipyr-rolo[l,2-fl 2, l -c]quinoxaline-2,ll-dicarboxylate (151) (KOH, H2O, reflux, 1 h 56%). ° " - ... 

CN (1 lp,17a)-17-[(Ethoxycarbonyl)oxy]-l l-hydroxy-3-oxoandrosta-l,4-diene-17-carboxylic acid... 

CN (llp)-17-[(ethoxycarbonyl)oxy]-ll-hydroxy-21-(l-oxopropoxy)pregna-l,4-diene-3,20-dione... 

C20H27NO4 58/75-90-5) see Butorphanol 3-ethoxycarbonyl-4-hydroxy-2-methyl-2H-l,2-benzothia-zine 1,1-dioxide... 

R,2S)-2-[(Ethoxycarbonyl)amino]-l-phenyl-l-propanol [Bronsted Acid Promoted Reduction of an a-Amino Ketone to an Erythro a-Hydroxy... 

R, 25) -2- [(ethoxycarbonyl) amino] -1 -phenyl-1 -propanol [Brdnsted acid promoted reduction of c/-amino ketone to erythro a-hydroxy amine], 124-125... 

In this method, the 1,2-N-S bond and the 2,3-N-C bond are formed. This is a useful method for the preparation of 3-hydroxy- or 3-amino-5-substituted-l,2,4-thiadiazoles starting from either an ethoxycarbonyl or a cyano thioimino-carbonate. Thus the condensation reaction of the ethoxycarbonyl thioiminocarbonate 100 with chloramine at low temperatures affords 3-hydroxy-5-substituted-l,2,4-thiadiazoles 100 (Equation 28) <2004HOU277>. 

Aldol-type reaction of zinc esters. This titanium reagent promotes condensation of (ethoxycarbonylalkyl)iodozinc compounds (13, 220) with aldehydes or ketones to provide hydroxy esters and/or lactones. The active reagent may be (ethoxycarbonyl)alkyltriisopropoxytitanium. 

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