69120-06-5Relevant articles and documents
Synthesis of moracin C and its derivatives with a 2-arylbenzofuran motif and evaluation of their PCSK9 inhibitory effects in HepG2 cells
BasavanaGowda, Melanayakanakatte Kuberappa,Chae, Hee-Sung,Choi, Won Jun,Masagalli, Jagadeesh Nagarajappa
, (2021/05/31)
Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a key factor in several cardiovascular diseases, as it is responsible for the elevation of circulating low-density lipoprotein cholesterol (LDL-C) levels in blood plasma by direct interaction with t
Total synthesis of moracin C
McAllister, Graeme D.,Hartley, Richard C.,Dawson, Michael J.,Knaggs, Andrew R.
, p. 3453 - 3457 (2007/10/03)
Moracin C has been synthesised by the most efficient route to date (10 steps and 12% overall yield). The relatively unexplored acid-induced, intramolecular migration of an acyl group from an ortho phenolic hydroxy to a benzylic hydroxy is used to synthesise o-hydroxybenzylphosphonium salts containing ester groups. The phosphonium salts are coupled with 3,5-dimethoxybenzoic acid. Intramolecular Wittig reaction then gives 2-arylbenzo[b]furans, bearing the key 1′,3′,5′ substitution pattern on the aryl ring. This discovery provides a concise route to polyphenolic benzo[b]furans that we expect to be of general utility.
