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dl-邻氯苯基甘氨酸的合成研究 被引量:1

Study on Synthesis of dl-Ortho-Chlorophenylglycine
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摘要 目的合成二磷酸腺苷(ADP)受体拮抗剂氯吡格雷的原料dl-邻氯苯基甘氨酸。方法采用邻氯苯甲醛为原料,经两条路线分别合成目标化合物。结果通过氰基化、水解和中和三步反应制得目标化合物,收率分别为43.5%和50%。经IR和1H-NMR表征结构。讨论通过改进合成方法,产品收率高于文献报道。 Objective Aim To synthesis ortho-chlorophenylglycine as a reaction agent for prepartion of ADP receptor antagonist Clopidogrel. Method Starting from ortho-chlorobenzaldehyde, the target molecular was obtained by means of two different synthetic routes. Result The title compound was prepared with three steps including cyanation, and total yield 43.5% and 50% respectively, and its chemical structure was characterized by IR and ^1 H-NMR spectra. Conclusion through the modifed method, the product yields are higher than that reported in the literature.
出处 《广东药学院学报》 CAS 2006年第3期239-240,242,共3页 Academic Journal of Guangdong College of Pharmacy
关键词 dl-邻氯苯基甘氨酸 合成 ADP受体拮抗剂 dl-ortho-chlorophenylglycine synthesis ADP recetor antagonist
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参考文献9

  • 1SAVI P, HERBERT J M. Clopidogrel and ticlopidine: P2Y12 adenosine diphosphate-receptor antagonists for the prevention of atherothrombosis[J]. Semin Thromb Hemost, 2005, 31 ( 2 ) :174.
  • 2HERBERT J M, FRENEL D, BERNAT A, et al. Clopidogrel hychrogensulfate [J]. Drugs Fut, 1993, 18(2) : 107.
  • 3AUBERT D, FERRAND C, MAFFRAND J P. Thieno [3,2-c]pyridine derivatives and their therapeutical use [P] .EP,99802,1984 -02 -01.
  • 4陈子明,杜玉民,鲍春和,庄红林.氯吡格雷合成路线图解[J].中国医药工业杂志,2002,33(4):206-208. 被引量:27
  • 5张青山,邹江,赵丹,陆宝萍.新型抗血小板药氯吡格雷研究进展[J].化工进展,2003,22(7):689-693. 被引量:30
  • 6CASTRO B, DORMOY J R, PREVIERO A. Improved method for preparating 2-thienylethylamine derivatives, including an intermediate for clopidogrel [P] : WO ,9839322, 1998 - 09 - 11.
  • 7DESCAMPS M, RADISSON J. Preparation of methylα-[4,5,6,7-tetrahydrothieno [ 3, 2-c ] pyrid-5-yl ] -2'-chlorophenyl acetate[P] :EP,466569, 1992 -01 - 15.
  • 8李述文.实用有机化学手册[M].上海:上海科技出版社,1986.159-163,337-447.
  • 9南京大学化学系有机化学教研室,译.有机合成:第一集[M].北京:科学出版社,1981:57.

二级参考文献25

  • 1Lodewijk E, Khatri HN. 2-(2-Nitrovinyl) thiophene reduction and synthesis of thieno [3,2-c] pyridine derivatives[P]. EP:342118,1989-11-15. (CA 1990,112:235278s)
  • 2Bousquet A, Calet S, Heymes A. Isopropyl 2-thienyl glycidate, process for its preparation, and its use as synthetic intermediate for ticlodine and clopidogrel[P]. EP: 465358,1992-01-08.(CA 1992,116:194139j)
  • 3Aubert D, Ferrand C, Maffrand JP. Thieno[3,2-c] pyridine derivatives and their therapeutical use[P]. EP:99802,1984-02-01. (CA 1984,100:191856z)
  • 4Bouisset M, Radisson J. Process for the preparation of phenylacetic derivatives of thienopyridines[P]. EP:420706,1991-04-03.(CA 1991,115:114486m)
  • 5(SAN0FI. Preparation of d-α-5-(4,5,6,7-tetrahydro [3.2-c] thienopyridyl)-2-(chlorophenyl)acetic acid methyl ester as antithrombotic [P]. JP: 63203684,1988-08-23). CA 1989,110:192801w
  • 6Ueda Y, Nakayama H. A process for preparation of 4,5,6,7-tetrahydro[3,2-c]pyridine and its salts as an intermediate for an antiinflammatory, vasodilating agent and blood platelet aggregation inhibitor[P]. JP: 62103088,1987-05-13.(CA 1998,108:21871y)
  • 7Anne-Archard G, Heymes A, Valette G. 2-(Thienyl) ethyl amines and 2-(3-thienyl)ethyl amines[P]. EP:69002, 1983-01-05.(CA 1983,99:22305z)
  • 8Khatri HN, Dehoff BS. Process for preparation of 2-thiophene ethanamine and its conversion to ticlopidine [P]. EP:439404,1991-07-31.(CA 1991,115:183123c)
  • 9(Sogo K, Yamane H. Manufacture of primary amines by lithium borohydride reduction of nitrile compounds[P]. JP:63255252,1988-10-12). CA 1989,110:156582d
  • 10(Radisson J, Braye E. Preparation of thienylethyl-and bis (thienylethyl)amines as intermediates for antibacterial agent[P]. EP: 274324,1988-07-13.) CA 1989,110:94983n.

共引文献56

同被引文献25

  • 1梁美好,沈正荣.(±)邻氯苯甘氨酸的拆分工艺研究[J].浙江省医学科学院学报,2007,18(1):26-27. 被引量:1
  • 2张生勇 郭建权.不对称催化反应[M].北京:科学出版社,2002.93.
  • 3Descamps M, Lhum, Radisson J, et al. Proces for preparation o{ N-phenylacetyI derivative o{ tetrahydrothieno (3,2-c] pyri- dine and intermediate of synthesis [P]. EP 0466569 A1, 1991- 07-08.
  • 4Garcia M J, Azerad R. Production of ring-substituted D phenyl- glycines by microbial or enzymatic hydrolysis/deraeemisation of the corresponding DE hydantoins (J:. Tetrahedron: Asymme- try, 1997, 8 (1)= 85-92.
  • 5Holdrege, Charles T, Camillus. Intermediates useful in the prepara- tion of synthetic penicillins (P:. CA 966853, 1975-04 29.
  • 6Willner D, Dewitt, N Y. Antibacterial 3-(azidomethyl)-7-(a- aminophenyi (or thienyI; acetamido) ceph-3 em4-oic Acids (P]. US 3634418, 1972 01-11.
  • 7Simon S S, Lin C-CC. Process for preparation of 2-chloropheny lglycine derivatives and enantiomerically separation (P). US 20040176637, 2004-09-09.
  • 8Daniel A, Claude F, Maffrand J-P. Thieno (3, 2 e) pyridine derivatives and their theutic application (P). US 4529596, 1985-07-16.
  • 9Campo G, Fileti L, Nicoletta de Cesare, et al. Long-term clini- cal outcome based on aspirin and elopidogrel responsiveness sta- tus after elective pereutaneous coronary intervention [J]. Jour- nal of the American College of Cardiology, 2010, 56z 1447- 1455.
  • 10Castro B, Dormoy J R, Previero A. Improved method for preparating 2-thienylethylamine derivatives : P 1. WO 9839322, 1998-09-11.

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