Methyl-2- oxime

Other macrohdes have been prepared which represent hybrids of stmctures within the 14-membered family, within the 16-membered family, or between the two families. These hybrids have been made by chemical, bioconversion, or genetic manipulations. The 9-0-[(2-methoxyethoxy)methyl]oxime of tylosin (Table 7) was synthesized, using the oxime found in roxithromycin (33) (369). 3-0-Cladinosyl derivatives of 16-membered macrohdes were synthesized in which the neutral sugar of erythromycin (Table 3) was attached to tylosin derivatives at thek 3-hydroxyl group, analogous to its position in erythromycin... 

Isothiazole, 5-acetamido-3-alkyl-nitrosation, 5, 59 6, 148 Isothiazole, 5-acetyl-thiosemicarbazone biological activity, 6, 175 Isothiazole, 4-acetyl-5-amino-3-bromo-synthesis, 6, 166 Isothiazole, 4-acetyl-3-methyl-oxime... 

Methoxy- -oxim 379 4-Methoxy-phenyl- 631 -O-methyl-oxim 378 2-Nitro- 311 4-Nitro- 285, 765 -oxim 374, 502. 613 -phenylimin 609 -2-phenyl-propyl-(2)-imin 609 4-Phenylthio- 673 2-Thiocyanat- 635 m,ft),o)-Trifluor- 543... 

Benzyl- 112, 240, 346, 355 f., 358, 436, 611 ff., 680 aus Benzaldehyd-O-methyl-oxim und Diboran377 aus Benzonitril und Natriumboranat 115 aus O-Benzoyl-benzhydroxamsaure und Lithium-alanat 264... 

Chlor-3-aminosulfonyl- 182 4-Chlor- -benzylimin 664 4-Chlor- -4-chlor-phenylimin 362 4-Chlor- -O-methyl-oxim 375... 

Dihydroxy- -oxim 699 4,4 -Dimethoxy- -O-methyl-oxim 377 4-(2,3-Dimethyl-butyl-(2)]- 565 2,2 -Dinitro- 474, 558 4,4 -Diphenyl- 542 2 -Fluor-4-chlor- 288... 

CN (Z)-l-(2,4-dichlorophenyl)-2- l//-imidazol-l-yl)ethanone 0-[(2,4-dichlorophenyl)methyl]oxime mononitrate... 

Titanium enolates of various carbonyl compounds play an increasingly important role in Mannich-type reactions with different electrophiles. Recently, Liotta and co-workers reported a novel diastereoselective addition of chloro-titanium enolate 80 of iV-acylthiazolidinethione to various types of O-methyl oximes to afford the desired anti-azetines, precursors of a,/3-disubstituted /3-amino carbonyl derivatives 82 (Scheme 32).109... 

Fig. 56 Stereoselective intramolecular coupling of a carbonyl group with an O-methyl oxime [308].

Figure 13. Electron impact spectra (70 eV) of aldehyde o-methyl oximes...

Figure 16. Total ion current plot for the GC/MS analysis of selected aldehyde o-methyl oximes in the presence of fipyfold excess hydrocarbons. (Methoxime doublet peaks are from chromatographic resolution of syn and anti conformers.)...

Intermolecular coupling between ketones and 0-methyl oximes, hydrazones and nitrones is achieved on reduction at a tin cathode in isopropanol [105]. It is not clear which of the reacting species accepts the initial electron in these processes. The reaction with 0-methyloximes, followed by catalytic reduction of the first formed O-methylhydroxylamine, is a convenient synthetic route to 2-amino-alcohols. 

In 2002, Kanno and Taylor successfully developed a simple one-pot procedure using MnOi/NHiOMe-HCl for the conversion of activated primary alcohols into O-methyl oximes (Scheme 11). They also developed a modification using Amberlyst 15-supported alkoxylamines, which can be employed to prepare other types of 0-aUcyl oximes as well as the parent hydroxylamines. This latter procedure has been used as the cornerstone of an efficient synthesis of the antifungal natural product citaldoxime 11 (Scheme 11). Citaldoxime is an antifungal natural product first obtained as a radiation-induced stress metabolite of Citrus sinensis , and later isolated from the roots of several different citrus plants. ... 

Ozonolysis of the O-methyl oximes of cyclic ketones in the presence of 1,4-cyclohex-anedione and ozonolysis of the O-methylated dioxime of 1,4-cyclohexanedione in the presence of cyclic ketones afforded the corresponding diozonides . 

Radioimmunoassay of Steroids. —6/8-Hydroxycortisol 21-acetate (29) reacted selectively in cold pyridine with carboxymethoxylamine, giving the 3-(0-carboxy-methyl)oxime the 21-acetoxy-group seemingly slows competing reaction with the 20-ketone. The BSA conjugate was used to raise an antibody for the RIA of 6/3 -hydroxycortisol. ... 

By contrast, the X-ray crystal structures of both 2-formylbenzeneboronic acid (13) and its O-methyl oxime (14) reveal an intramolecular hydrogen bond in which one hydroxyl of the B(OH), unit truly acts as a hydrogen bond donor to a heteroatom of the ortho side chain <94MI621>. The hydrogen bond distance in the seven-membered ring is 1.562 A in 13 and 1.614 A in 14. 

In gleicher cheraischer Ausbeute, jedoch mit einer optischen Ausbeute von 76%, laBt sich Acetophenon-(O-methyl-oxim) mit Lithium-alanat in Gegenwart eines aus Diboran und (S)-2-Amino-3-methyl-l,l-diphenyl-butanol gebildeten Boran-Adduktes zu (S)-l-Amino-1-phenyl-ethan reduzieren2. 

Thermally induced isomerization of the benzocyclobutane (83) gives the pyrroloisoquino-line (84), the pyridine ring of which can be aromatized with iron(III) chloride (Scheme 29). Similarly, the aldehyde (85 X = 0) or its O-methyl oxime (85 X = NOMe) gives the cis-trans mixture (86). If p- toluenesulfonic acid is included in the reaction mixture the pure cis compounds are obtained (72AG(E)l03l). 

Vilsmeier reaction, 4, 1051 Furo[3,2-6]pyrroles MO calculations, 6, 979 synthesis, 4, 1069 6, 1009 Furo[3,4-a]pyrrolo[2,1,5-cd]indolizine nomenclature, 1, 22 Furopyrylium salts, 4, 993-995 Furoquinolines biosynthesis, 4, 992 occurrence, 4, 988 pharmacology, 4, 992 reactions, 4, 988 synthesis, 4, 989 Furo[3,2-c]quinolines, 4, 991 Furo[3,4-fe]quinoxaline, 1,3-diphenyl-synthesis, 4, 993 Furoquinoxalines, 4, 992 Furo[2,3-6]quinoxalines synthesis, 4, 992 Furosemide toxicity, 1, 136 Furospinulosin UV spectra, 4, 587 Furospongin-I mass spectrometry, 4, 583 Furo[3,4-d][l,2,3]triazole, 2,6-dihydro-synthesis, 6, 996 Furo[3,4 -d][ 1,2,3]triazoles synthesis, 6, 996 Furoxan, 4-amino-3-aryl-tautomerism, 6, 404 Furoxan, 4-amino-3-methyl-synthesis, 4, 414 Furoxan, 4-aryl-3-methyl-rearrangement, 6, 408 Furoxan, 3-aryl-4-nitro-synthesis, 6, 414 Furoxan, 4-benzoyl-3-methyl-oxime... 

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