Amino methyl ethers

Nitraminothiazoles are sufficiently acidic to be alkylated by diazomethane the methyl substituent is introduced on the exocyclic nitrogen (194). When sulfathiazole is methylated with diazomethane in ether, a mixture of ring-methylated and amino-methylated products is obtained, the ratio being 30 70 (85). With anion 31 (R = p-NO CsH4SO -) the ratio becomes 15 85 (195). 

Quaternary salts of the substances represented by tliese formulae have been prepared by Kogl, Veldstra and van der Laan as well as of the next lower homologues, the substituted butyraldehydes, and the methyl ethers of both series. Their pharmacological activities were negligible in comparison with that of muscarine, but as six stereoisomeric forms may be produced in each synthesis, the inactivity may be due to stereoisomerism, just as in the case of threonine (a-amino-)3-hydroxy-butyric acid) where West and Carter found that only the d —) form is... 

The homolog of epinephrine in this series is a potent vasoconstrictor. Reaction of 3,4-dimethoxypropiophenone with butyl nitrite leads to nitrosation at the a position (36). Stepwise reduction of the nitrosoketone leads to the amino alcohol (37). Removal of the methyl ether affords racemic 38. Resolution of this last followed by separation of the (-) isomer gives levonor-defrine (38). ... 

Amino-5-pheny I thiomethoxyace tan Hide N,N -Bis-methoxycarbonylisothiourea-S-methyl ether... 

Amino-5-phenylthiomethoxyacetanilide in methanol solution is heated with N,N -bis-meth-oxycarbonyl-isothiourea-S-methyl ether with the addition of a catalytic amount of p-toluene-sulfonic acid for three hours with stirring under reflux. The mixture is then filtered hot and after cooling the febantel product crystallizes out. It is filtered off, rinsed with ether and dried under high vacuum to give the final product, melting at 129°C to 130°C. 

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. 

An approach to the preparation of asymmetrically 1,2-disubstituted 1,2-diamines has been reported the zinc-copper-promoted reductive coupling of two different N-(4-substituted)phenyl aromatic imines, one bearing a 4-methoxy and the other a 4-chloro substituent, in the presence of either boron trifluoride or methyltrichlorosilane, gave a mixture of the three possible 1,2-diamines, where the mixed one predominated [31 ]. Low degrees of asymmetric induction were observed using 1-phenylethylamine, phenylglycinol and its 0-methyl ether, and several a-amino acid esters as the chiral auxiharies meanwhile the homocoupling process was not avoided (M.Shimizu, personal communication). 

In polar solvents, the structure of the acridine 13 involves some zwitterionic character 13 a [Eq. (7)] and the interior of the cleft becomes an intensely polar microenvironment. On the periphery of the molecule a heavy lipophilic coating is provided by the hydrocarbon skeleton and methyl groups. A third domain, the large, flat aromatic surface is exposed by the acridine spacer unit. This unusual combination of ionic, hydrophobic and stacking opportunities endows these molecules with the ability to interact with the zwitterionic forms of amino acids which exist at neutral pH 24). For example, the acridine diacids can extract zwitterionic phenylalanine from water into chloroform, andNMR evidence indicates the formation of 2 1 complexes 39 such as were previously described for other P-phenyl-ethylammonium salts. Similar behavior is seen with tryptophan 40 and tyrosine methyl ether 41. The structures lacking well-placed aromatics such as leucine or methionine are not extracted to measureable degrees under these conditions. 

Starch (1), Cellulose (2), Cellulose Methyl Ether (3), Oxy-cellulose (4), PVA (5), Partially Hydrolyzed PVAc (6), Silk (.2), Wool (7), Hide-Powder (8), Natural Rubber Latex ( ), Synthesized Poly-(ot-Amino Acids) (10), Nylon-6 (11), Nylon-3 (12), Ot-Amylase (13), Lysozyme (14), RNA (15), Polyacrylonitrile (16), Polyvinyl-sulfonate (17) ... 

Synthesis of Enantiomerically Pure p-Amino Acid from 2-tert-Butyl-1-carbomethoxy-2,3-dihydro-4(1 H)-pyrimidinone (S)-p-Tyrosine-O-methyl Ether. 

Reaction of the silyl derivative of quinoline with 2-acetoxyethyl acetoxy-methyl ether in dichloroethane with stannic chloride gave a cyclonucleoside. Removal of both the acetyl and ethyl ester groups in NaOH afforded the fully deprotected nucleoside 788. Acylation of 788 could be carried out with different esters in the presence of amino Ps lipase [91SC1477 92JCR(S)216]. The 4-quinolones showed no significant antiviral activity (91SC1477). 

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