148433-01-6Relevant articles and documents
Formal total synthesis of aliskiren
Peters, Byron K.,Liu, Jianguo,Margarita, Cristiana,Andersson, Pher G.
, p. 7292 - 7296 (2015)
The efficient and selective formal total synthesis of aliskiren is described. Aliskiren, a renin inhibitor drug, has received considerable attention, primarily because it is the first of the renin inhibitor drugs to be approved by the FDA. Herein, the formal synthesis of aliskiren by iridium-catalyzed asymmetric hydrogenation of two allylic alcohol fragments is reported. Screening a number of N,P-ligated iridium catalysts yielded two catalysts that gave the highest enantioselectivity in the hydrogenation, which gave the saturated alcohols in 97 and 93 % ee. In only four steps after hydrogenation, the fragments were combined by using the Julia-Kocienski reaction to produce late-stage intermediate in an overall yield of 18 %.
Synthesis and anticancer activity of chalcone-pyrrolobenzodiazepine conjugates linked via 1,2,3-triazole ring side-armed with alkane spacers
Kamal, Ahmed,Prabhakar,Janaki Ramaiah,Venkat Reddy,Ratna Reddy, Ch.,Mallareddy,Shankaraiah, Nagula,Lakshmi Narayan Reddy,Pushpavalli,Pal-Bhadra, Manika
experimental part, p. 3820 - 3831 (2011/11/12)
Aiming to develop multitarget drugs for the anticancer treatment, a new class of chalcone-pyrrolo[2,1-c] [1,4]benzodiazepine (PBD) conjugates linked through a 1,2,3-triazole moiety containing alkane spacers has been designed and synthesized. Combining the
Radical isomerization via intramolecular ipso substitution of aryl ethers: Aryl translocation from oxygen to carbon
Lee, Eun,Lee, Chulbom,Tae, Jin Sung,Whang, Ho Sung,Li, Kap Sok
, p. 2343 - 2346 (2007/10/02)
Bromopropyl aryl ethers an converted to 3-arylpropanols under standard radical generating conditions in the presence of tributylstannane and AIBN. This rearrangement involves intramolecular ipso attack of the alkyl radicals which generates spiro cyclohexadienyl radical intermediates.