192214-01-0Relevant articles and documents
Development of a scalable synthesis of (S)-3-fluoromethyl-γ- butyrolactone, building block for Carmegliptin's Lactam moiety
Adam, Jean-Michel,Foricher, Joseph,Hanlon, Steven,Lohri, Bruno,Moine, Gerard,Schmid, Rudolf,Wirz, Beat,Zutter, Ulrich,Stahr, Helmut,Weber, Martin
, p. 515 - 526 (2011)
Several new routes are reported for the synthesis of (S)-3-fluoromethyl- γ-butyrolactone. An asymmetric hydrogenation-based synthesis was chosen as the enabling route to produce the lactone on a 10-kg scale. A superior stereoselective route starting from (S)-tert-butyl glycidyl ether which afforded the desired lactone in three steps with ~50% overall yield was finally selected for further development and production.