01041nas a2200229 4500008004100000022001400041245008300055210006900138260010600207300001400313490000700327520021200334653001500546653001600561653002000577653002900597653001400626100002400640700001900664700002300683856010500706 2012 eng d a0040-402000aHighly diastereoselective total synthesis of (+/-)-heritonin and (+/-)-heritol0 aHighly diastereoselective total synthesis of heritonin and herit aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcOCT a8509-85140 v683 a

A highly diastereoselective synthesis of heritol and heritonin by intramolecular cyclization on a preformed sensitive butenolide functionality is described. (C) 2012 Elsevier Ltd. All rights reserved.

10aButenolide10acyclization10aDihydroxylation10aFriedel-Crafts acylation10aTetralone1 aChavan, Subhash, P.1 aGarai, Sumanta1 aKalkote, Uttam, R. uhttps://library.ncl.res.in/content/highly-diastereoselective-total-synthesis-heritonin-and-heritol-001431nas a2200253 4500008004100000022001400041245013700055210006900192260000800261300001400269490000700283520055100290653002200841653001500863653001600878653001200894653002300906100002400929700002200953700002200975700002500997700002801022856012701050 2020 eng d a0039-788100aScalable synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one: an important building block of the antidiabetic drug glimepiride0 aScalable synthesis of 3Ethyl4methyl15dihydro2Hpyrrol2one an impo cNOV a3480-34840 v523 a

A four-step, practical, and easily scalable synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one, an important building block of the antidiabetic drug glimepiride, has been accomplished. Key features are the synthesis of 3-methyl-4-hydroxy-2-butenolide in water and triflic acid mediated N-benzyl lactam N-deprotection. The main advantages of this process are the scalable synthetic route and decreased number of reaction steps, which paves the way for the industrial-scale synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one.

10aantidiabetic drug10aButenolide10aglimepiride10alactams10ascalable synthesis1 aChavan, Subhash, P.1 aPawar, Ambaji, A.1 aPatil, Niteen, B.1 aKadam, Appasaheb, L.1 aShinde, Shrikrishna, S. uhttps://library.ncl.res.in/content/scalable-synthesis-3-ethyl-4-methyl-15-dihydro-2h-pyrrol-2-one-important-building-block