CAS: 43021-26-7; Methylecgonidine

该化合物是一种主要用于制药和化学研究的专门有机化合物,其结构来自三氯丙烷藻类,因此成为合成生物活性分子的宝贵中间体;乙基二烯的酯化增强了其稳定性和溶性,便利了分析和合成工作流程的精确应用;其高纯度和明确界定的化学特性确保了在研究环境中的再生性;该化合物因其结构上类似于药用活性对流性衍生物,在涉及...

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cyclohepta-1,3,6-trienecarboxylic acid methylamine °Ctan-2-carboxylatemethyl 8-methyl-3-oxo-8-azabicyclo3.2.1°Ctan-2-carboxylate °Ctan-2-carboxylatemethyl (endo, endo)-3-hydroxy-8-methyl-8-azabicyclo3.2.1°Ctan-2-carboxylatediphenyl-trop-2-en-2-yl-methanol 2β-carbomethoxy-3β-(4-fluorophenyl)nortropane (1S,2S,5S)-8-Aza-bicyclo[3.2.1]°Ctane-2-carboxylic acid

合成工艺路线路线简述

    📜(R)-2-Carbomethoxy-3-Tropinone置于sodium Tetrahydroborate,三氯氧磷体系中,化学反应生成 脱水芽子碱甲基酯甲磺酸盐
    参考文献:用于肽结构功能研究的fmoc保护的基于托烷的氨基酸
    标题:用于肽结构功能研究的fmoc保护的基于托烷的氨基酸
    摘要:已经制备了来自烷烃生物碱核的环状氨基酸,并将其掺入合成肽中.这些构象受限的β-氨基酸在开发生物活性肽的新型合成类似物方面具有相当大的潜力.
    DOI:10.1016/s0040-4039(97)00500-5

    海关参考信息

    专利信息


    专利号:US-5591854-A
    优先权日:1994-10-14
    标 题 :Enantioselective synthesis of seven-membered carbocycles and tropanes
    发明人:DAVIES HUW M L
    权利人:UNIV WAKE FOREST
    摘要:A process of enantioselective synthesis of seven-membered carbocycles in the presence of di-rhodium(II) tetracarboxylate catalysts.

    专利号:US-6486323-B1
    优先权日:1998-09-30
    标 题:Process for producing optically active tropinonemonocarboxylic acid derivative
    发明人:NODE MANABU; NAKAMURA SOICHI; NAKAMURA DAISAKU
    权利人:NIHON MEDIPHYSICS CO LTD
    摘要:An optically active tropinonemonocarboxylic acid ester derivative useful as an intermediate for synthesis of optically active tropane derivatives was obtained by reacting succindialdehyde with an organic amine and acetonedicarboxylic acid ester to obtain a tropinonedicarboxylic acid ester derivative, and then subjecting this derivative to enzyme-catalyzed asymmetric dealkoxy-carbonylation. Since anhydroecgonine methyl ester derived from the optically active tropinone-monocarboxylic acid ester derivative by reduction and dehydration had the same direction of optical rotation as in the case of anhydroecgonine methyl ester obtained from natural cocaine, it was proved that the obtained optically active tropinonemonocarboxylic acid ester derivative had the same absolute configuration as that of natural cocaine. The yield of the optically active tropinonemonocarboxylic acid ester derivative from the asymmetric dealkoxycarbonylation was 30 to 50 mol %, and its optical purity was 70 to 97% ee. In addition, it was found that a crystalline optically active anhydroecgonine carboxylic acid ester derivative can be obtained by reducing and then dehydrating the optically active tropinonemonocarboxylic acid ester derivative and that its optical purity can easily be increased by recrystallization.

    专利号:US-5736123-A
    优先权日:1990-08-09
    标 题 :Cocaine receptor binding ligands
    发明人:CARROLL FRANK I
    权利人:RES TRIANGLE INST
    摘要:Novel compounds useful as intermediates in the synthesis of compounds having high affinity for specific cocaine receptors in the brain have the formula ##STR1## wherein R is (CH 2 ) n CH 2 Y, and wherein Y is H or F, X is a pharmaceutically acceptable anion, and n wherein Sn (R 1 , R 2 , R 3 ) is ortho, meta or para and wherein R 1 , R 2 , R 3 are independently alkyl of 1-6 carbon atoms and n is an integer of 0-5.

    专利号:WO-9611928-A1
    优先权日:1994-10-14
    标 题:Enantioselective synthesis of seven-membered carbocycles and tropanes

    专利号:EP-1238978-A2
    优先权日:1999-05-12
    标 题:Intermediates for the synthesis of radiolabelled tropanes

    专利号:RU-2134264-C1
    优先权日:1994-04-19
    标题 :Derivatives of tropan-2-aldoxime, method of their synthesis, pharmaceutical composition and substances for drug production on said, method of treatment of patients with disorder or disease

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    合成参考文献


    参考文献:10.1002/(sici)1096-9888(199906)34:6<651::aid-jms817>3.0.co;2-m
    摘要:Paul BD, McWhorter LK, Smith ML. Electron ionization mass fragmentometric detection of urinary ecgonidine, a hydrolytic product of methylecgonidine, as an indicator of smoking cocaine. J Mass Spectrom. 1999 Jun;34(6):651–60. doi: 10.1002/(sici)1096-9888(199906)34:6<651::aid-jms817>3.0.co;2-m.
    参考文献:10.1520/jfs13254j
    摘要:Ensing JG, Racamy C, de Zeeuw RA. A rapid gas chromatographic method for the fingerprinting of illicit cocaine samples. J Forensic Sci. 1992 Mar;37(2):446–59.
    参考文献:10.1002/jms.310
    摘要:Fandiño AS, Karas M, Toennes SW, Kauert G. Identification of anhydroecgonine methyl ester N-oxide, a new metabolite of anhydroecgonine methyl ester, using electrospray mass spectrometry. J Mass Spectrom. 2002 May;37(5):525–32. doi: 10.1002/jms.310.
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