103322-12-9Relevant articles and documents
Amino Acids. 7. A Novel Synthetic Route to L-Proline
Drauz, Karlheinz,Kleemann, Axel,Martens, Juergen,Scherberich, Paul,Effenberger, Franz
, p. 3494 - 3498 (1986)
Reaction of L-5-oxoproline esters L-2 with phosgene at 0 deg C gives L-5,5-dichloro-1-(chlorocarbonyl)proline esters L-6, which readily lose hydrogen chloride to form L-5-chloro-1-(chlorocarbonyl)-4,5-dehydroproline esters L-7.Catalytic hydrogenation (Pd/C, 180 bar) of L-7 yields L-1-(chlorocarbonyl)proline esters L-15 and thence, upon hydrolysis, L-proline (L-17).A 'one-pot reaction' for the whole sequence is described, starting from easily accessible L-5-oxoproline esters and yielding L-proline in 78percent overall yield and 99.7percent optical purity.
A METHOD FOR FLUORINATED RING-OPENING OF A SUBSTRATE
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Paragraph 0260; 0290; 0304, (2019/12/25)
Disclosed herein, inter alia, are methods useful for making a fluoroalkyl amine and methods useful for making an α-oxygenated cyclic amine.
Stereoselective amination of 5-substituted γ-lactones and γ-lactams - A convenient route for the preparation of 5-substituted (3S,5S)-3- acetylaminotetrahydrofuran-2-ones and (3S,5S)-3-acetylaminopyrrolidin-2-ones
Skof, Marko,Svete, Jurij,Kmetic, Matej,Golic-Grdadolnik, Simona,Stanovnik, Branko
, p. 1581 - 1584 (2007/10/03)
5-Substituted (S)-tetrahydrofuran-2-ones (1a,b) and (S)pyrrolidin-2- ones (1c,d) were transformed in three steps, by treatment with tert- butoxybis(dimethylamino)methane (Bredereck's reagent), followed by nitrosation and stereoselective catalytic hydrogenation, into the corresponding 5-substituted (3S,5S)-3-acetylaminotetrahydrofuran-2-ones (4a,b) and (3S,5S)-3-acetylaminopyrrolidin-2-ones (4c,d).