17342-08-4 L-焦谷氨醇
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C5H9NO2PSA49.33 Ų比旋光度[α]20/D +30±3°, c=5, EtOH 沸点346.0±15.0 °C (760 mmHg) 原料：(S)-5-氧代吡咯烷-2-甲酸甲酯（65.3mmol）、NaBH₄（135.6mmol）、柠檬酸（10%，200ml）、25%MeOH的乙酸乙酯（400ml）、CH₂Cl₂（400ml）步骤：0℃和氩气下，分批加入NaBH₄（5.13g，135.6mmol）到(S)-5-氧代吡咯烷-2-甲酸甲酯（9.336g，65.3mmol）的EtOH（200ml）溶液中，缓慢升温至室温搅拌过夜；加入柠檬酸（10%，200ml），减压浓缩；加入25%MeOH的乙酸乙酯（400ml），过滤、浓缩；残余物悬浮于CH₂Cl₂（400ml），过滤、浓缩得产物。条件：0-20℃，氩气氛围，过夜收率：80%参考文献：[1] Tetrahedron Letters, 1997, vol.38, #22；[2] Tetrahedron Asymmetry, 2008, vol.19, #3；[3] Chemistry - An Asian Journal, 2011, vol.6, #2；[4] ChemMedChem, 2018, vol.13, #8；[5] Molecules, 2013, vol.18, #1；[6] Bioorganic and Medicinal Chemistry, 2011, vol.19, #9；[7] Tetrahedron, 2001, vol.57, #30；[8] Synthetic Communications, 2000, vol.30, #12；[9] Tetrahedron Letters, 2001, vol.42, #39；[10] Nucleosides and Nucleotides, 1994, vol.13, #6-7；[11] Heterocycles, 2001, vol.55, #11；[12] Journal of Organic Chemistry, 1999, vol.64, #16；[13] Tetrahedron Asymmetry, 1993, vol.4, #1；[14] Tetrahedron, 2013, vol.69, #27-28；[15] Journal of the American Chemical Society, 1990, vol.112, #2；[16] Chemical & Pharmaceutical Bulletin, 1980, vol.28, #5；[17] Synlett, 2000, #3；[18] Organic and Biomolecular Chemistry, 2013, vol.11, #31；[19] Heterocycles, 1995, vol.41, #9；[20] Chemistry - An Asian Journal, 2011, vol.6, #2；[21] Patent: CN103848814, 2016, B.；[22] Synlett, 2010, #6；[23] Tetrahedron Letters, 1986, vol.27, #10；[24] Tetrahedron Letters, 1991, vol.32, #47；[25] Synlett, 2004, #7；[26] Angewandte Chemie - International Edition, 2006, vol.45, #9；[27] Chemistry - A European Journal, 2004, vol.10, #16；[28] Tetrahedron, 2006, vol.62, #22；[29] Organic and Biomolecular Chemistry, 2006, vol.4, #9；[30] Patent: WO2006/24501, 2006, A1；[31] Bioorganic and Medicinal Chemistry, 2012, vol.20, #23；[32] Tetrahedron Letters, 2013, vol.54, #6；[33] ACS Medicinal Chemistry Letters, 2017, vol.8, #11
