35227-78-2Relevant articles and documents
An efficient synthesis of isomeric 1-(1-Alkyl-1H-pyrazolyl) ethanones
Taydakov, Ilya,Krasnoselskiy, Sergey
, p. 1422 - 1424 (2013/02/23)
A simple and versatile general method for the preparation of N-substituted 3-, 4-, or 5-acetylpyrazoles from corresponding acids via hydrolysis and decarboxylation of substituted diethyl [(1-alkyl-1H-pyrazolyl)carbonyl]malonates was developed. Title compounds were prepared in three steps without isolation of intermediates in 48-82% overall yield.
On the Synthesis of Scymnol
Amiet, R. Gary,Kalafatis, Nicole,Macrides, Theodore
, p. 1347 - 1354 (2007/10/02)
Reinvestigation of a reported synthesis of scymnol (5β-cholestane-3α,7α,12α,24,26,27-hexol) has cast doubt on the success of that synthetic route.A modified synthetic pathway has been developed and scymnol, racemic at C24, has been unequivocally prepared from cholic acid.Extensive proton and 13C n.m.r. spectroscopy has been used to confirm the strcuture of the product.A new, simple method of desulfation of natural scymnol sulfate has been developed.
Analogs of 3-(1-Phenyl-3-oxobutyl)-4-hydroxycoumarin (Warfarin) Prepared from Substituted Salicylic Acids
Obaseki, Andrew O.,Steffen, James E.,Porter, William R.
, p. 529 - 533 (2007/10/02)
Some derivatives of salicylic acid containing substituents meta to the carboxyl group were used to prepare analogs of the anticoagulant drug warfarin, 3-(1-phenyl-3-oxobutyl)-4-hydroxycoumarin, containing substituents in either the 6- or 8-position of the coumarin ring.When the substituent was the hydroxyl group, the resulting products are previously identified metabolites of warfarin.The substituted salicylic acid is first acetylated with acetic anhydride, then either converted to the acid chloride and condensed with diethyl malonate in the presence of sodium hydroxide or converted to the mixed anhydride with formic acid and condensed with ethoxymagnesium diethyl malonate to yield, in either case, the corresponding 3-carbethoxy-4-hydroxycoumarin substituted in the 6- or 8-position of the coumarin ring.These compounds readily condense with benzalacetone to form the corresponding substituted warfarin in the presence of 5 mole percent tertiary amine catalyst.This method offers an improved route for the synthesis or 8-hydroxywarfarin.
CONDENSED CYCLIC AND BRIDGED-RING SYSTEMS : PART 12. A NOVEL SYNTHETIC ROUTE TO 4-p-METHOXYPHENYL-BICYCLOOCTAN-2-ONES AND SOME BICYCLOOCTANE DERIVATIVES BY ACID-CATALYZED INTRAMOLECULAR C-ALKYLATION AND REARRANGEMENT REACTIONS.
Dasgupta, Ratna,Kanjilal, Pranab R.,Patra, Swapan K.,Sarkar, Manish,Ghatak, Usha Ranjan
, p. 5619 - 5626 (2007/10/02)
The efficacy of a new acid-catalyzed intramolecular C-alkylation has been demonstrated by the synthesis of 1-methyl-4-p-methoxyphenylbicyclooctan-2-one (5) and 4-p-methoxy-phenylbicyclooctan-2-one (6) from easily accessible starting material
