78002-68-3Relevant academic research and scientific papers
A biocatalytic/reductive etherification approach to substituted piperidinyl ethers
Kuethe, Jeffrey T.,Janey, Jacob M.,Truppo, Matthew,Arredondo, Juan,Li, Tao,Yong, Kelvin,He, Shuwen
, p. 4563 - 4570 (2014/06/10)
A synthetically useful protocol has been developed for the preparation of highly functionalized piperidinyl ethers. Biocatalytic reduction of cyclhexanones 7, 10, and 14 allows for the preparation of both cis- and trans diastereomers with an extremely high degree of stereochemical control. Reductive etherification of the corresponding trimethylsilylethers with 1-(benzyloxycarbonyl)-4-piperidinone 17 in the presence of triethylsilane and catalytic TMSO-Tf provides the desired piperidinyl ethers in good to excellent yields. Finally hygrogenolysis of the nitrogen protecting group leads to piperidinyl ethers in near quantitative yields. Application of the methodology to a range of piperidinyl ethers, including the core scaffolds of diphenylpyraline and ebastine, is also described.
IMIDAZOLE DERIVATIVES
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Page/Page column 44-45, (2013/02/27)
Described herein are compounds of formula (I), The compounds of formula I act as DGAT1 inhibitors and can be useful in preventing, treating or acting as a remedial agent for hyperlipidemia, diabetes mellitus and obesity.
CARBAMOYL COMPOUNDS AS DGAT1 INHIBITORS 190
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Page/Page column 64, (2009/07/25)
DGAT-1 inhibitor compounds of formula (I), pharmaceutically-acceptable salts and pro- drugs thereof are described, together with pharmaceutical compositions, processes for making them and their use in treating, for example, obesity wherein, for example, Ring A is optionally substituted 2,6-pyrazindiyl; X is =O; Ring B is optionally substituted 1,4-phenylene; Y1 is a direct bond or -O-; Y2 is -(CH 2) r- wherein r is 2 or 3; n is 0 or n is 1 when Y1 is a direct bond between Ring B and Ring C and when Ring B is 1,4-phenylene and Ring C is (4-6C)cycloalkane; Ring C is optionally substituted (4-6C)cycloalkane, (7-10C)bicycloalkane, (8-12C)tricycloalkane, phenylene or pryidindiyl; L is a direct bond or -O-; p is 0, 1 or 2 and when p is 1 or 2 RA1 and RA2 are each independently hydrogen or (1-4C)alkyl; Z is carboxy or a mimic or bioisostere thereof.
Ouverture de dichlorocyclopropanes en presence d'un nucleophile interne. Absence de participation intramoleculaire. Rearrangement concerte en chlorures allyliques
Chiche, Laurent,Christol, Henri,Coste, Jacques,Pietrasanta, Francine,Plenat, Francoise
, p. 164 - 174 (2007/10/02)
It is shown that a conveniently placed internal nucleophile (carboxyl group) is not involved with the rearrangement of a diclorocyclopropane into an allylic chloride.This result appears to support a concerted mechanism of a ?s2 + ?a2 type for this rearrangement.In the products obtained, the allylic chloride may undergo displacement either by solvent (H2O), leading to alcohols, or by the internal carboxyl group, leading to a lactone.
