7244-82-8Relevant articles and documents
Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones
St-Gelais, Alexis,Alsarraf, Jér?me,Legault, Jean,Gauthier, Charles,Pichette, André
supporting information, p. 7424 - 7428 (2019/01/03)
A seven-step total synthesis of the original scaffold of cytotoxic dirchromones involving an unprecedented soft-enolization Baker-Venkataraman rearrangement was designed. The methodology enabled access to naturally occurring dirchromone 1 (21% overall yield) at gram-scale, which was screened for cytotoxicity against 13 cancer cell lines. The scope of the soft-enolization Baker-Venkataraman rearrangement encompasses diversely substituted dirchromones, including flavonoids, 2-styrylchromones, and 2-phenylethylchromones.
Studies on umami taste. Synthesis of new guanosine 5′-phosphate derivatives and their synergistic effect with monosodium glutamate
Cairoli, Paola,Morelli, Carlo F.,Speranza, Giovanna,Manitto, Paolo,Pieraccini, Stefano,Sironi, Maurizio
supporting information; scheme or table, p. 1043 - 1050 (2009/05/08)
A number of N2-alkyl and N2-acyl derivatives of guanosine 5′-phosphate (GMP) have been synthesized and tested for their synergistic effect with monosodium L-glutamate (MSG), the prototypical substance imparting umami taste to savory-based foods. Capacities to enhance the taste intensity of MSG (γ values) were estimated through subjective comparisons of MSG/nucleotide mixtures in water with appropriate solutions of MSG alone. Assuming β = γ[nucleotide]/γ[IMP], β values of the N 2-substituted GMPs were found in the range 1.2-5.7. Such values appear to be related to the chain length of the substituent in the 2-position of the purine nucleus and dependent on the replacement of a CH2 group with an S atom and/or with an α-CO group. These findings indicate that the exocyclic NHR group of the guanine moiety is actively implicated in the synergism between GMP derivatives and MSG. Theoretical calculations suggest that an anti conformation is probably assumed by ribonucleotide molecules interacting with umami receptors.
S,S-Dialkyl Dithiocarbonates as a Convenient Source of Alkanethiols: an Improved Synthesis of Alkylthiocarboxylic Acids
Cadamuro, Silvano,Degani, Iacopo,Fochi, Rita,Regondi, Valeria
, p. 1070 - 1074 (2007/10/02)
A wide variety of β-alkylthiocarboxylic acids are obtained by addition of alkanethiols - generated in situ from S,S-dialkyl dithiocarbonates - to appropriate α,β-unsaturated carboxylic acids in good to excellent yields.
8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-(sulfinyl- and sulfonyl-containing acyl)hydrazides
-
, (2008/06/13)
This invention relates to 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-(sulfinyl- and sulfonyl-containing acyl)hydrazides that are useful as prostaglandin antagonists and analgesic agents.
Hard Acid and Soft Nucleophile Systems. 5. Ring-Opening Reaction of Lactones to ω-Alkylthio or ω-Arylthio Carboxylic Acids with Aluminum Halide and Thiol
Node, Manabu,Nishide, Kiyoharu,Ochiai, Masahito,Fuji, Kaoru,Fujita, Eiichi
, p. 5163 - 5166 (2007/10/02)
Lactones were converted into ω-alkylthio carboxylic acids in high yields through ω-carbon-oxygen bond cleavage when they were treated with aluminun halide and alkanethiol.The aluminum halide and arenethiol system has also been found to be useful for the preparation of the synthetically valuable ω-arylthio carboxylic acids from lactones.