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Synthesis of (+)-Spirolaxine Methyl Ether

The Journal of Organic Chemistry, 2006
A short and efficient synthesis of (+)-spirolaxine methyl ether, a metabolite of the fungus Sporotrichum laxum with inhibitory activity against Helicobacter pylori, is described. The synthesis has been carried out by a Prins cyclization, to obtain the [6,5]-spiroketal system, and a Wadsworth-Emmons condensation, applied for the installation of the ...
R.NANNEI   +4 more
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Reactions of methylene with ethers. Part 1.—Dimethyl ether, methyl ethyl ether, methyl n-propyl ether, methyl-isopropyl ether, methyl-t-butyl ether and tetrahydrofuran

Trans. Faraday Soc., 1968
The reactions of methylene, produced by the photolysis of both ketene and diazomethane, with a number of simple ethers have been studied. Most of the data obtained refer to the gas phase but some liquid-phase results are also reported. Methylene in its singlet state has been found to insert in the various carbon hydrogen bonds in a near random fashion.
H. M. Frey, M. A. Voisey
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Total synthesis of (±)-shonanyl methyl ether and (±)-ferruginyl methyl ether

Tetrahedron Letters, 1989
Abstract An efficient reductive methylation of the tricyclic ketone 12 in anhydrous ammonia provided the β,γ-unsaturated ketone 15 in high yield which was subsequently converted into (±)-shonanyl methyl ether ( 3 ) and (±)-ferruginyl methyl ether ( 6 ).
Manuka Ghosal   +2 more
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Equations of state for fluorinated ether refrigerants, pentafluoroethyl methyl ether and heptafluoropropyl methyl ether

Fluid Phase Equilibria, 2001
Abstract Thermodynamic properties of two fluorinated ethers, that meet the criteria of the potential new-generation refrigerants with considerably low global warming potential (GWP) and the zero ozone depletion potential (ODP), are studied in the present paper. The recommended candidates are pentafluoroethyl methyl ether, CF 3 CF 2 OCH 3 (245cbEβγ),
Januarius V. Widiatmo, Koichi Watanabe
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The synthesis of methyl tetrosides and their methyl ethers

Collection of Czechoslovak Chemical Communications, 1980
Methyl α- and β-D-threofuranosides (I and II) and methyl α- and β-D-erythrofuranosides (VII and VIII) were prepared in a modified manner. For the preparation of monomethyl ethers of compounds I and II 1,2-O-isopropylidene-β-D-threofuranose (IV) was prepared as the starting compound.
Jiří Jarý, Miroslav Marek
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The Methyl Ethers of D-Glucose

1950
Publisher Summary This chapter discusses that methylation will connote the replacement of the primary or secondary alcohol groups of a sugar by methoxyl groups. The derived methyl glycoside does not behave as an ether and the original sugar may be regenerated from it by hydrolysis with aqueous acid.
E J, BOURNE, S, PEAT
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Bromophloroglucinols and their methyl ethers

Canadian Journal of Chemistry, 1989
All 16 bromination products of phloroglucinol and its methyl ethers, as well as five bromoresorcinols and three of their dimethyl ethers, were synthesized and analyzed by nuclear magnetic resonance spectroscopy. Two or three equivalents of bromine convert phloroglucinol to di- and tribromophloroglucinol, 5-methoxyresorcinol to the tri- and 2,4-dibromo,
E. Kiehlmann, R. W. Lauener
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(Dimethylamino)methyl Methyl Ether

2001
(1; R = Me) [62393-45-7] C4H11NO (MW 89.14) InChI = 1S/C4H11NO/c1-5(2)4-6-3/h4H2,1-3H3 InChIKey = YFTNTMQKPLVKFQ-UHFFFAOYSA-N (2; R = Bu) [56275-84-4] C7H17NO (MW 131.22) InChI = 1S/C7H17NO/c1-4-5-6-9-7-8(2)3/h4-7H2,1-3H3 InChIKey = HPUIQFXZXVKZBN-UHFFFAOYSA-N (precursor for N,N-dimethyl(methylene)ammonium salts;2, 3 useful ...
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The Methyl Ethers of Hexuronic Acids

1954
Publisher Summary This chapter provides an overview of the methyl ethers of hexuronic acids. Hexuronic acid residues occur in a large number of different polysaccharides. The chapter focuses on the methyl ethers of the naturally occurring D-glucuronic, D-galacturonic, and D-mannuronic acids, and their derivatives.
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The Methyl Ethers of D-Galactose

1955
Publisher Summary This chapter presents a set of tables of the physical characteristics of the methyl ethers of D-galactose and their derivatives, replaces those of D. J. Bell, Advances in Carbohydrate Chem.
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