- A new synthesis of 2-substituted-1,3-dithianes from trichloromethyl compounds
-
Trichloromethyl compounds are efficiently converted into 1,3-dithianes upon reaction with a disodium 1,3-propanedithiolate-1,3-propanedithiol mixture in DMF solution at 0 °C. This synthesis is limited to those substrates where the substituent attached to the trichloromethyl group is an electron-withdrawing group.
- Rivera, Nancy González,Becerril, David Corona,Guadarrama-Pérez, Carlos,Covarrubias-Zu?iga, Adrian,Avila-Zárraga, José Gustavo,Romero-Ortega, Moisés
-
-
Read Online
- INHIBITORS OF CBL-B AND METHODS OF USE THEREOF
-
Compounds, compositions, and methods for use in inhibiting the E3 enzyme Cbl-b in the ubiquitin proteasome pathway are disclosed. The compounds, compositions, and methods can be used to modulate the immune system, to treat diseases amenable to immune system modulation, and for treatment of cells in vivo, in vitro, or ex vivo.
- -
-
Paragraph 2010
(2019/08/12)
-
- PYRIDAZINONE COMPOUNDS
-
The invention is directed to pyridazinone compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.
- -
-
Page/Page column 86-87
(2008/12/07)
-
- PREPARATION OF IMIDAZOLE DERIVATIVES AND METHODS OF USE
-
This invention relates to imidazole compounds which are useful in promoting smoking cessation and maintaining abstinence.
- -
-
Page/Page column 48
(2010/02/14)
-
- Synthesis of α-difluoro and α-difluoro-β-trifluoroketo-derivatives as potential inhibitors for cholesterol ester hydrolase
-
Pancreatic Cholesterol Ester Hydrolase, a serine esterase, catalyzes the hydrolysis of cholesteryl esters in the gut. We report the convergent synthesis of α-difluoro-β-trifluoroketo-(5,10,15) and of α-difluoroketo-derivatives (22,23) as inhibitors of this enzyme that were designed to generate stable tetrahedral reaction intermediates.
- David, Beatrice,Schuber, Francis
-
p. 1673 - 1676
(2007/10/03)
-
- AN EFFICIENT ROUTE TO 3-DEOXY-D-MANNO-2-OCTULOSONIC ACID (KDO) DERIVATIVES VIA A 1,4-CYCLIC SULFATE APPROACH
-
Treatment of 2,3:5,6-di-O-isopropylidene-D-mannitol with thionyl chloride followed by oxidation gave the corresponding 1,4-cyclic sulfate.Ring opening of the cyclic sulfate with the anion of ethyl 1,3-dithiane-2-carboxylate, and subsequent acidolysis and unmasking of the thioketal, afforded ethyl 4,5:7,8-di-O-isopropylidene-3-deoxy-α(β)-D-manno-2-octulosonate in an excellent yield.
- Klein, P.A.M. van der,Boons, G.J.P.H.,Veeneman, G.A.,Marel, G.A. van der,Boom, J.H. van
-
p. 5477 - 5480
(2007/10/02)
-
- CLAY CATALYSIS: SYNTHESIS OF ORGANOSULPHUR SYNTHONS
-
The Montmorillonite KSF catalyses the synthesis of a large variety of organic sulphur compounds from carbonyl compounds: dithianes, thioacetals, thioketals,thiochromanes.
- Labiad, B.,Villemin, D.
-
-
- Synthetic approaches to haplophytine. 1. Synthesis of 1-methoxy- and 1-hydroxy-6-phenyl-6-(2-pivaloylamidophenyl)non-8-ene-4,5-dione and 1-methyl-3-phenyl-3-(pivaloylamidophenyl)-2-pyrrolidinone
-
An analysis of the structures of the alkaloid haplophytine and its dihydrobromide which is formed with rearrangement, shows that they are both derived from a 7-(2-amino-3-hydroxyphenyl)-7-aryl-9-(methylamino)-5,6-dioxonoanoic acid moiety (3).Approaches to the synthesis of compounds related to 3 are described.The dianion 13 of phenyl(2-pivaloylamidophenyl)methane, that of methyl 2-phenyl-2-(2-pivaloylamidophenyl)acetate, and the trianion 37 of 2-phenyl-2-(2-pivaloylamidophenyl)acetic acid undergo C-alkylation and C-acylation with nucleophiles.Acylation of 13 with methyl 2,2,5-trimethoxypentanoate followed by hydrolysis gives 6-methoxy-1-phenyl-1-(2-pivaloylamidophenyl)-2,3-hexanedione.This with allyl bromide and sodium carbonate gives O-allyl derivative, which on thermolysis is converted to its C-allyl isomer, 1-methoxy-6-phenyl-6-(2-pivaloylamidophenyl)non-8-ene-4,5-dione.The corresponding 1-hydroxy compound was prepared analogously via acylation of 13 with methyl tetrahydro-2-methoxyfuran-2-carboxylate.C-allylation of trianion 37 gives 2-phenyl-2-(2-pivaloylamidophenyl)pent-4-enoic acid, whose methyl ester on ozonolysis followed by treatment with methylamine hydrochloride and sodium cyanoborohydride gives 1-methyl-3-phenyl-3-(2-pivaloylamidophenyl)-2-pyrrolidinone, a potential advanced intermediate for the synthesis of compounds related to 3.
- Yates, Peter,Schwartz, David Aaron
-
p. 509 - 518
(2007/10/02)
-
- Preparation and Reactions of Some Reagents for Umpolung under Phase-transfer Catalysis
-
Thioacetals 4a-h are used as reagents for umpolung.They can be prepared in high yields from inexpensive starting materials under phase-transfer catalysis (PTC).H/D-exchange reactions of thioacetals under PTC-conditions are described.Ethyl 1,3-dithiane-2-carboxylate (4a) served as a model compound in order to demonstrate possibilities and limitations of PTC-deprotonation and subsequent reaction with electrophiles compared with other procedures.
- Lissel, Manfred
-
p. 1589 - 1601
(2007/10/02)
-
- Dianions of glyoxylic acid thioketals: convenient α-keto acid equivalents
-
By varying the solvent, reaction temperature, and bases (i.e., gegenions present), optimum conditions for the alkylation of the dianions of glyoxylic acid derivatives 8 and 9 were established.It was found, that the easily prepared, thermally stable, tetrahydrofuran-soluble potassium dianion of bis(ethylthio)acetic acid was readily alkylated by alkyl halides, tosylates, epoxides, and N-tosyl aziridines.The latter alkylation is being used to develop a possible cytochalasin synthesis.The alkylated products may be readily converted into the corresponding α-keto acids or methyl 2,2-bismethoxycarboxylates.
- Bates, Gordon S.,Ramaswamy, S.
-
p. 716 - 722
(2007/10/02)
-
