Amino methyl ether acetates

The decarboxylation of the caesium salt of 9-methylanthracene-10-acetic acid occurs at an even lower potential (0.7 V) and affords the dimer as well as the methyl ether (Eq. 40) [342], The low oxidation potentials for the decarboxylation of 54 (0.13 to 0.77 V) [306a] and 55 (—0.17 V) [306b] indicate too, that the initial electron transfer occurs from the amino or aryl group rather than from the carboxylate. 

Acetamido-4-amino-6-chloro-s-triazine, see Atrazine Acetanilide, see Aniline, Chlorobenzene, Vinclozolin Acetic acid, see Acenaphthene, Acetaldehyde, Acetic anhydride. Acetone, Acetonitrile, Acrolein, Acrylonitrile, Aldicarb. Amyl acetate, sec-Amyl acetate, Bis(2-ethylhexyl) phthalate. Butyl acetate, sec-Butyl acetate, ferf-Butyl acetate, 2-Chlorophenol, Diazinon. 2,4-Dimethylphenol, 2,4-Dinitrophenol, 2,4-Dinitrotoluene, 1,4-Dioxane, 1,2-Diphenylhydrazine, Esfenvalerate. Ethyl acetate, Flucvthrinate. Formic acid, sec-Hexyl acetate. Isopropyl acetate, Isoamyl acetate. Isobutyl acetate, Methanol. Methyl acetate. 2-Methvl-2-butene. Methyl ferf-butvl ether. Methyl cellosolve acetate. 2-Methvlphenol. Methomvl. 4-Nitrophenol, Pentachlorophenol, Phenol. Propyl acetate. 1,1,1-Trichloroethane, Vinyl acetate. Vinyl chloride Acetoacetic acid, see Mevinphos Acetone, see Acrolein. Acrylonitrile. Atrazine. Butane. 

N 21-54% orn-colored ndls + % H2O (from dil ale), mp - explodes violently at 169-72° readily sol in glacial acet ac, chlf 8c ethyl acet sol in warm alkalies, giving a blue-red soln si sol in acet 8c benz was prepd by diazotizing either 5-nitro-3-amino be nzopyro-catechol-l-methyl ether or 2-bromo-5-nitro-3-aminoanisole (Refs 1, 2 Sc 3)... 

By treatment with a basic ion exchanger and crystallisation from ethanol/ether, there is obtained pure 1-amino-methyl-l-cyclohexane-acetic acid melting point 162-166°C. 

Alditols [405] and amino sugars [406] have been analysed by GC—MS as combined methyl ether—acetyl derivatives. Acetylation was performed with acetic anhydride in pyridine, as follows. A 0.15-ml volume of re-distilled dry pyridine was added to 0.5 ml of 1.5 A acidic methanolysate containing 0.025—2.5 pmol of amino sugars. The apparent pH of the methanolic pyridinium hydrochloride varied in the range 4—5. Acetic anhydride (0.1 ml) was added and the mixture was stirred thoroughly and allowed to stand at room temperature for 30 min. Evaporation to dryness was performed in vacuum over solid KOH with subsequent vacuum drying for 4 h over P20s. SE-30 was used as the stationary phase. 

Chlorosulphonation of the 3-methyl ether of oestradiol 17-acetate, and subsequent treatment with various amines, has given rise to a series of 2-sulph-amoyl oestratrienes, and a number of /V-substituted sulphamoyl derivatives of 17a-ethynyl-oestradiol have also been made. Methane- and butane-sulphonamido-oestra-l,3,5(10)-trienes prepared from the 3-amino-analogue of oestrone have shown poor biological activity. 

Aminoalkyl and Related Acids. - Diethyl (l-aminoalkyl)phosphonates have been prepared by reduction of the oximes of (l-oxoalkyl)phosphonates with NaBH4 in the presence of NiCla or MoOa and diethyl (2-amino-2-arylethyl)-phosphonates by hydrogenation of the methyl ethers or acetates of the oximes of the corresponding 2-oxo esters. ... 

The Fuchs group has also prepared [15] dihydrocephalostatin 1 . In this synthesis (Scheme 9), the angular methyl group of keto alcohol 20 (obtained from hecogenin acetate) was functionalized by Meystre s hypoiodite method and oxidized to yield 21. Further reactions via intermediates 22 and 23 afforded 24, which was coupled with a-amino oxime ether 25 (prepared from 18) to give dihydrocephalostatin 1 after deprotection. This dihydro derivative had biological activity comparable to cephalostatin 1. 

Alder route, was converted into the urethan (25) by a series of unexceptional steps. Arndt-Eistert homologation of (25) provided the carboxylic acid (26) which, upon treatment with acetic anhydride, readily gave the lactam (27). Introduction of a one-carbon unit into the aromatic ring was achieved with chloromethyl methyl ether, and further reductive and hydrolytic modification afforded the amino-alcohol (28). Osmium tetroxide oxidation of (28) yielded the stereoisomeric triols (29) (20%) and (30) (22%) which were separated and oxidized to ( + )-clivonine (31) and (+ )-clividine (32), respectively. 

Alcoholysis of the aconitines proceeds in the alcohol at elevated temperatures (ca. 125°) with replacement of the acetate group by the alkoxy group (38, 39) thus, in methanol a methyl ether results, which is a methyl ether of the benzoate (or other monoester) of the parent amino alcohol. On hydrolysis (39) methanol is split off as well as the acyl grouping and the parent amino alcohol is obtained the ready fission of the new ether grouping is noteworthy. 

Various ether derivatives of taxol have also been prepared. Simple C-7 silyl ethers have poor in vitro cytotoxicity (148 but other ether derivatives sometimes have improved activity. Thus treatment of 2 -protected taxol derivatives with chloromethyl methyl ether followed by deprotection yields the acetal derivative 4.1.1.19 (757), while treatment of baccatin III with dimethyl sulfide in the presence of benzoyl peroxide followed by coupling with side chain gives thiomethyl derivatives such as 4.1.1.20 (158). This latter compound has been selected for development by Bristol-Myers Squibb, and is currently in clinical trials (759). Other ethers such as the amino acid derivative 4.1.1.21 have also been prepared by treatment of 4.1.1.20 with chloroacetic acid, N-iodosuccinimide, and silver triflate followed by N-methylpiperazine (158). 

Propanol, 1(or 2)-ethoxy-, acetate. See Propylene glycol ethyl ether acetate Propanol, (2-ethoxymethylethoxy)-. See (2-Ethoxymethylethoxy) propanol 1-Propanol, 2-((hydroxymethyl)amino)-2-methyl. See 2-[(-Hydroxymethyl) amino]-2-methyl propanol... 

Laccaic acids have two or three carboxyl groups, five or six hydroxyl groups, and/or one amino group, and are freely soluble in water, but only shghtly soluble in organic solvents such as chloroform and ethyl acetate. Based on these physicochemical properties of laccaic acids, we selected a two-phase solvent system composed of tert-hutyl methyl ether/n-butanol/acetonitrile/water, which has been frequently used as the solvent system for the separation of hydrophihc... 

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