(S)‐2‐(Anilinomethyl)pyrrolidine
作者： Kenso Soai , Andrea Lindsay Frederick , Carina I. C. Crucho , Maria Teresa Barros
DOI: 10.1002/047084289X.RA101.PUB3
关键词: Stereochemistry 、 Ether 、 Solubility 、 Chemistry 、 Chiral ligand 、 Ethyl chloroformate 、 Pyrrolidine 、 Enantioselective synthesis 、 Aniline 、 Hydrogenolysis
摘要: [64030-44-0] C11H16N2 (MW 176.25) InChI = 1S/C11H16N2/c1-2-5-10(6-3-1)13-9-11-7-4-8-12-11/h1-3,5-6,11-13H,4,7-9H2/t11-/m0/s1 InChIKey = MCHWKJRTMPIHRA-NSHDSACASA-N (chiral ligand of LiAlH4 for enantioselective reduction ketones;2 can form chiral aminals diastereoselective alkylation,3, 4 1,2-,5 and 1,4-additions6) Physical Data: bp 111–112 °C/0.55 mmHg; [α]24D +19.7° (c 1.04, EtOH). Solubility: sol ether, THF. Form Supplied in: colorless oil. Preparative Methods: reaction (S)-N-(benzyloxycarbonyl)proline with (1) ethyl chloroformate N-methylmorpholine, (2) aniline, (3) hydrogenolysis Pd/C, (4) affords the title compound in 59% overall yield.2b
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