161779-70-0Relevant articles and documents
Arylethynyl derivatives
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Paragraph 0055; 0056, (2015/05/26)
The present invention relates to ethynyl derivatives of formula I wherein R1 is phenyl, which is optionally substituted by 1-2 halogen atoms; selected from fluorine or chlorine;or to a pharmaceutically acceptable acid addition salt in enantiome
ARYLETHYNYL DERIVATIVES
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Page/Page column 7; 12; 13, (2014/02/15)
The present invention relates to ethynyl derivatives of formula (I) wherein R1 is phenyl, which is optionally substituted by 1-2 halogen atoms; selected from fluorine or chlorine; or to a pharmaceutically acceptable acid addition salt in enanti
Water-based conditions for the microscale parallel synthesis of bicyclic lactams
Malaquin, Sandra,Jida, Mouhamad,Courtin, Justin,Laconde, Guillaume,Willand, Nicolas,Deprez, Benoit,Deprez-Poulain, Rebecca
supporting information, p. 562 - 567 (2013/02/23)
We report efficient miniaturized conditions to prepare arrays of bicyclic lactams for screening. The nature of the solvent is usually an important factor of reactivity. At a small synthesis scale, when automated pipetting devices are required, physical pr
TRIAZOLOPYRIDINE COMPOUNDS
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Page/Page column 54, (2012/12/14)
The present invention relates to the use of novel triazolopyridine derivatives of formula I: wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.
TRIAZOLOPYRIDINE COMPOUNDS
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Page/Page column 83, (2013/02/28)
The present invention relates to the use of novel triazolopyridine derivatives of formula I: wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.
Solvent-free microwave-assisted Meyers' lactamization
Jida, Mouhamad,Deprez-Poulain, Rebecca,Malaquin, Sandra,Roussel, Pascal,Agbossou-Niedercorn, Francine,Deprez, Benoit,Laconde, Guillaume
experimental part, p. 961 - 964 (2010/08/04)
Microwave solvent-free conditions developed for Meyers' lactamization, a typical bielectrophile-binucleophile reaction that produces quaternary centers in a stereoselective manner, give access to Meyers' chiral lactams in good yield and high diastereosele
Reductive cyclization of δ-hydroxy nitriles: A new synthesis of glycosylamines
Dorsey, Andrew D.,Barbarow, Jennifer E.,Trauner, Dirk
, p. 3237 - 3239 (2007/10/03)
(Matrix presented) The stereoselective cyclization of δ-hydroxy nitriles to afford N,O-acetals and the application of this reaction toward the synthesis of glycosylamines is described.
Utilization of industrial waste materials. Part 14.? Synthesis of -amino alcohols and thiols with a 2-azabicyclo[3.3.0]octane backbone and their application in enantioselective catalysis
Kossenjans, Michael,Soeberdt, Michael,Wallbaum, Sabine,Harms, Klaus,Martens, Juergen,Aurich, Hans Guenter
, p. 2353 - 2365 (2007/10/03)
New, chiral β-tert-amino tert-alcohols have been synthesized from the enantiomerically pure sec-amine (all-R)-lb via the new glycine, alanine and phenylglycine derivatives 2-6. Grignard additions to these esters provided the new rigid amino alcohols 7-11 in fair yields. The absolute configurations of the stereogenic centers, which arose during the alkylation step, were assigned by an independent route leading to some of the optical antipodes of 7-10. Condensation of enantiomerically pure β-amino alcohols 13a-g, 16 and 17 with y-ketoester rac-12 afforded the TV; O-acetals 14a-g, 18 and 19, which were subsequently reduced to the β-/e/7-amino alcohols 10a,c and 15a-g. X-Ray analysis of compound 19 was performed to verify the stereochemistry observed by chemical correlation. The nucleophilic ring opening of enantiomerically pure styrene oxide by amine Ib resulted in the formation of regioisomeric amino alcohols 9a, 21a, and lOa, 21b. Amino thiol derivatives 22 and 25a,b were prepared by treatment of 10a-and 15a,b, respectively, with methanesulfonyl chloride followed by regio- and stereoselective cleavage of the situ formed aziridinium ions with potassium thioacetate. Reduction of these compounds to thiols 23 and 26a,b and subsequent oxidation afforded amino disulfides 24 and 27a,b. Finally, the bicyclic β-amino alcohols and thiols were used as chiral ligands in the enantioselective addition of diethylzinc to benzaldehyde and ee values up to 96% were found. ;.
Studies towards the total synthesis of halichlorine: Asymmetric synthesis of the spiroquinolizidine subunit
Trauner, Dirk,Danishefsky, Samuel J.
, p. 6513 - 6516 (2007/10/03)
The C1-C15 spiroquinolizidine subunit (cf. 2) of the marine natural product halichlorine (1) was prepared in 12 steps starting from the known 'Meyers-lactam' 5. The synthesis involves a B-alkyl-Suzuki coupling followed by a highly stereoselective intramolecular Michael addition and an intramolecular Mannich ring closure.
Total synthesis of (+)-halichlorine: An inhibitor of VCAM-1 expression
Trauner, Dirk,Schwarz, Jacob B.,Danishefsky, Samuel J.
, p. 3542 - 3545 (2007/10/03)
The diastereoselective addition of the highly functionalized organozinc compound 1 to the aldehyde 2 in the presence of the chiral amino alcohol 3 (a??4) is a key step in the first total synthesis of (+)-halichlorine. A series of protections/deprotections