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3-吡咯烷酮盐酸盐的合成 被引量：1

Synthesis of 3-Pyrrolidone Hydrochloride
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摘要 以甘氨酸为起始原料 ,与丙烯腈加成后 ,经水解酯化、酰化、成环、脱羧等 5步合成了 3-吡咯烷酮盐酸盐 ,后 4步中间体无需纯化。反应操作简单 ,总收率达到 5 1.1%。 Pyrrolidone hydrochloride, the important intermediate of camptothecin, was synthesized from glycine by addition reaction with acrylonitrile, hydrolysis, acylation, cyclization and decarboxylation with an overall yield of 51.1%.
作者 韩小兵 陈国荣 李援朝
机构地区 华东理工大学精细化工研究所 中国科学院上海生命科学研究院药物研究所
出处 《中国医药工业杂志》 CAS CSCD 北大核心 2002年第9期423-424,共2页 Chinese Journal of Pharmaceuticals
关键词 喜树碱 3-吡咯烷酮盐酸盐 合成 抗肿瘤药物 中间体 camptothecin 3 pyrrolidone hydrochloride synthesis antineoplastic intermediate
分类号 TQ463 [化学工程—制药化工] R979.1 [医药卫生—药品]
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参考文献3

  • 1James B,Clyde DW,Henry R.3-Pyrrolidinones by intramolecular condensation[].Journal of the American Chemical Society.1964
  • 2Roglans A,Marquet J,Moreno-Manas M.Preparation of 3-pyrrolidone and 4-perhydroazepinone[].Synthetic Communications.1992
  • 3Coburn MD,Ungnade HE.Synthesis and structure of the N -nitropyrrolidinones[].Journal of Heterocyclic Chemistry.1965

同被引文献18

  • 1DEYINE A, POIRIER J, DUHAMEL L, et al. Synthesis of racemic nitramine, isonitramineand sibirine[J]. Tetrahedron Letters, 2005, 46(14): 2491-2493.
  • 2CHOI I, LEE HG, CHUNG K. Efficient stereoseleetive synthesis of ct-hydroxy aldehydes with (R)-piperidin-3-ol as a new chiral auxiliary[J]. Journal of Organic Chemistry 2001, 66:2484-2486.
  • 3AMAT M, LLOR N, HUGUET M, et al. Unprecedented oxida- tion of a phenylglyeinol-derived 2-pyridone: enantioselective synthesis of polyhydroxypiperidines[J]. Organic Letters, 2001, 3 (21): 3257-3260.
  • 4REDDY M S, NARENDER M, RAO K R. A new asymmetric synthetic route to substitutedpiperidines[J]. Tetrahedron, 2007, 63(2): 331-336.
  • 5LACHERETZ R, PARDO D G, COSSY J, et al. Daucus carota mediated-reduction of cyclic 3-oxo-amines[J]. Organic Letters, 2009, 11(6): 1245-1248.
  • 6JU Xin, TANG Yuanyuan, LIANG Xiaoliang, et al. Development of a bioeatalytic process to prepare (S)-N-Boe-3-hydroxypiperi- dine[J]. Organic Process Research & Development, 2014,18(6): 827-830.
  • 7ZHANG Wenxia, XU Guoehao, HUANG Lei, et al. Highly effi- cient synthesis of (R)-3-quinuelidinol in a space-time yield of 916 g L-d- using a new bacterial reduetase ArQR[J]. Organ- ie Letters, 2013, 15(19): 4917-4919.
  • 8TSUTSUMI K, KATAYAMA T, UTSUMI N, et al. Practical asym metric hydrogenation of 3-quinuclidinone catalyzed by the XylSkewphos/PICA-Ruthenium (11) complex[J]. Organic Pro- cess Research & Development, 2009, 13(3): 625-628.
  • 9UZURA A, NOMOTO F, SAKODA A, et al. Stereose|ective syn- thesis of (R)-3-quinuclidinol through asymmetric reduction of 3-quinuclidinone with 3-quinuclidinone reductase of Rhodotoru- la rubra[J]. Applied Microbiology and Biotechnology, 2009, 83 (4): 617-26.
  • 10ISOTANI K, KUROKAWA J, ITOH N. Production of (R)-3- quinuclidinol by E. coli biocatalysts possessing NADH-depen dent 3-quinuclidinone reductase (QNR or bacC) from Microbac- terium luteolum and Leifsonia alcohol dehydrogenase (LSADH) [J]. Molecular Sciences, 2012, 13(10): 13542-13553.

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中国医药工业杂志
2002年 第9期

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