90905-32-1Relevant articles and documents
HETEROARYL SUBSTITUTED HETEROCYCLYL SULFONES
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Page/Page column 133, (2015/11/09)
The invention relates to aryl substituted heterocyclyl sulfones as voltage gated calcium channel blockers, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.
Practical asymmetric synthesis of a non-peptidic αvβ 3 antagonist
Keen, Stephen P.,Cowden, Cameron J.,Bishop, Brian C.,Brands, Karel M. J.,Davies, Antony J.,Dolling, Ulf H.,Lieberman, David R.,Stewart, Gavin W.
, p. 1771 - 1779 (2007/10/03)
(Chemical Equation Presented) The development of a practical and highly convergent synthesis of an αvβ3 antagonist is described. The two key fragments present in this compound, a tetrahydropyrido[2,3-b]azepine ring system and a chiral 3-aryl-5-oxopentanoic acid, were constructed independently and then coupled at a late stage using a Wittig reaction. The pyridoazepine moiety was prepared from N-Boc 6-chloro-2-aminopyridine via directed ortho-metalation/alkylation followed by in situ cyclization. A Suzuki reaction was then used to attach the propionaldehyde side-chain required for Wittig coupling. The coupling partner was prepared from asymmetric methanolysis of a 3-substituted glutaric anhydride followed by elaboration of the acid moiety to the requisite β-keto phosphorane. Using this route, kilogram quantities of the desired drug candidate were prepared.
Shock sensitivity of a vinamidinium bis-perchlorate reagent and demonstration of a lower energy alternative
Ragan,McDermott,Jones,Am Ende,Clifford,McHardy,Heck,Liras,Segelstein
, p. 1172 - 1174 (2007/10/03)
'Vinamidinium' bis-perchlorate salt 1 (2-dimethylaminomethylene-1,3-bis(dimethylimmonio)-propane bis-perchlorate) was found to possess remarkably high thermal energy as well as significant shock sensitivity. A reported method for preparation of 2,5-disubstituted pyrimidines with 1 was of interest, and we found that the corresponding bis-tetrafluoroborate salt 2 was equally effective in this transformation, while possessing significantly lower thermal energy.