CAS: 90-39-1; Sparteine

该化合物是属于五碘类的悬浮藻类,因其作为手辅助器和皮条类在非对称合成中的作用而得到广泛承认,其僵硬的双环结构和氮捐献原子在协调金属离子方面,特别是在锂介质反应中,很有价值.该化合物经常被用于对等选择性脱质和电温反应,提供高立体化学控制.此外,由于具有调节离子渠道的能力,在药理研究中也使用了(-)-片段.其定义明确的立体化学和稳定在各种反应条件下,使有机化学和药理化学研究人员更倾向于选择.

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ECHA物质ECHA物质化妆品禁用物质清单C&L通报REACH预注册

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CAS号550-90-3 羽扇豆鹼 | CAS号2739-98-2 2-吡啶乙酸乙酯 | CAS号90-39-1 鹰爪豆碱 | CAS号773070-58-9 ethyl {(2S)-1-[... | CAS号770712-01-1 ethyl 2-{(2S)-1... | CAS号770712-00-0 ethyl (2R)-3-et... | CAS号20074-80-0 5-氯戊醛 | CAS号5259-98-3 5-氯-1-戊醇 | CAS号98202-45-0 ethyl 7-iodohep... | CAS号90-39-1 鹰爪豆碱 | CAS号67-63-0 异丙醇

合成工艺路线路线简述

  • 489-54-3 = 90-39-1
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 6 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Sulfate Solvents: Diethyl Ether; 30 Min,Rt
    标题:A Two-Directional Synthesis Of (+)-β-Isosparteine
    作者:Al-Saffar,Firas M.; Et Al
    参考文献:Organic Letters 日期:2017 卷标:19(13) 页码:3502-3504]

    550-90-3 = 90-39-1
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 18 H,Reflux1.2 Reagents: Sodium Sulfate Solvents: Water; Rt
    标题:The Enantioselective Total Synthesis Of Bisquinolizidine Alkaloids: A Modular "Inside-Out" Approach
    作者:Scharnagel,Dagmar; Et Al
    参考文献:Angewandte Chemie 日期:2018 卷标:57(9) 页码:2432-2435]

    550-90-3 = 90-39-1
    反应条件:1.1 Reagents: Hydrogen,Deuterium Chloride Catalysts: Platinum Dioxide Solvents: Water
    标题:The Mechanism Of The Heterogeneous Catalysis Of α- And γ-Cyclic Six-Membered Aminoketones
    作者:Wysocka,Waleria
    参考文献:Tetrahedron 日期:1985 卷标:41(4) 页码:681-92]

    1218-51-5 = 90-39-1
    反应条件:1.1 Reagents: Lithium Aluminum Hydride
    标题:(-)-Sparteine
    作者:Hoppe,Dieter; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2007 卷标:1 页码:1-6]

    = 90-39-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Chloroform,Water
    标题:Reaction Monitoring Using Mid-Infrared Laser-Based Vibrational Circular Dichroism
    作者:Ruether,Anja; Et Al
    参考文献:Chirality 日期:2014 卷标:26(9) 页码:490-496]

    90-39-1 = 90-39-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Diethyl Ether,Water
    标题:Gram-Scale Synthesis Of The (-)-Sparteine Surrogate And (-)-Sparteine
    作者:Firth,James D.; Et Al
    参考文献:Angewandte Chemie 日期:2018 卷标:57(1) 页码:223-226]

    489-54-3 = 90-39-1
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 16 H,Reflux
    标题:Concise Asymmetric Synthesis Of (-)-Sparteine
    作者:Hermet,Jean-Paul R.; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2004 卷标:(16) 页码:1830-1831]

    90-39-1 = 90-39-1 [标题:Reaction Conditions
    标题:Crystal Structure Of Sparteinium Tetrachlorocuprate Monohydrate-Packing Polymorph
    作者:Kus,Piotr; Et Al
    参考文献:Monatshefte Fuer Chemie 日期:2019 卷标:150(7) 页码:1249-1254]

    4356-43-8 = 90-39-1 [标题:Reaction Conditions
    标题:(-)-Sparteine
    作者:Hoppe,Dieter; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2007 卷标:1 页码:1-6]

    4985-24-4 = 90-39-1 [标题:Reaction Conditions
    标题:(-)-Sparteine
    作者:Hoppe,Dieter; Et Al
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2007 卷标:1 页码:1-6]

    90-39-1 + 6160-12-9 = 90-39-1
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Water
    标题:Studies On The Bisoxazoline- And (-)-Sparteine-Mediated Enantioselective Addition Of Organolithium Reagents To Imines
    作者:Denmark,Scott E.; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2008 卷标:350 页码:1023-1045
📜2-吡啶乙酸乙酯置于1,4-二氧六环,Copper Oxide-Chromium Oxide,氢化钾,苯体系中,250.0~265.0 °C,34.32 Mpa 条件下,反应生成 鹰爪豆碱
参考文献:Land Reform,Poverty Reduction,And Growth: Evidence From India
标题:Land Reform,Poverty Reduction,And Growth: Evidence From India
摘要:近年来,人们对再分配,增长和福利之间关系的兴趣再度上升.发展中国家的土地改革通常旨在改善贫困人口对土地的获取,尽管其有效性常常受到实施过程中政治限制的阻碍.在本文中,我们使用1958年至1992年间印度十六个主要邦的面板数据,来探讨法律规定的土地改革是否对经济增长和贫困产生了显著影响.我们认为,这类土地改革与减贫之间存在关联.
DOI:10.1162/003355300554809

海关参考信息

专利信息


专利号:US-2024400517-A1
优先权日:2022-02-08
标 题 :Chiral bimetallic cooperative catalysis system and use thereof in asymmetric synthesis of bedaquiline
发明人：ZHANG WANBIN; GAO FENG; LI JING; AHMAD TANVEER; ZHANG ZHENFENG; YUAN QIANJIA
权利人:UNIV SHANGHAI JIAOTONG
摘要:A chiral bimetallic cooperative catalysis system and use thereof in asymmetric synthesis of bedaquiline are provided. Specifically, the chiral bimetallic cooperative catalysis system is formed by a metallic lithium, sodium or potassium salt and another metal salt under the action of a suitable ligand and an additive. By means of the chiral bimetallic cooperative catalysis system, an addition reaction of 6-bromo-3-benzyl-2-methoxyquinoline (I) and 3-dimethylamino-1-naphthyl-1-propanone (II) is promoted, the selectivity is regulated, and a target product, (1R,2S)-bedaquiline, with high yield and high selectivity is obtained for the first time.

专利号:US-7179919-B2
优先权日:2004-03-18
标 题 :Stereoselective synthesis of certain trifluoromethyl-substituted alcohols
发明人：SONG JINHUA J; TAN ZHULIN; YEE NATHAN K; SENANAYAKE CHRIS HUGH; XU JINGHUA; GALLOU FABRICE
权利人:BOEHRINGER INGELHEIM PHARMA
摘要:A process for stereoselective synthesis of a compound of Formula (I) n nwherein R 1 , R 2 , R 3 , R 4 , and R 5 are as described herein.

专利号:US-8283502-B2
优先权日:2009-04-09
标题:Autocatalytic process for the synthesis of chiral propargylic alcohols
发明人：CHINKOV NICKA; WARM ALEKSANDER; CARREIRA ERICK
权利人:CHINKOV NICKA; WARM ALEKSANDER; CARREIRA ERICK; LONZA AG
摘要:An autocatalytic process for the synthesis of chiral propargylic alcohols.

专利号:EP-2280974-B1
优先权日:2008-04-30
标题:Stereoselective synthesis of certain trifluoromethyl-substituted alcohols
发明人：REEVES JONATHAN TIMOTHY; SONG JINHUA J; TAN ZHULIN
权利人:BOEHRINGER INGELHEIM INT; BOEHRINGER INGELHEIM PHARMA
摘要:A process for stereoselective synthesis of a compound of Formula (I) wherein R1, R2, R3, R4, and R5 are as described herein.

专利号:US-6384228-B2
优先权日:1998-05-26
标题 :Method for synthesis of halopyridyl-azacyclopentane derivative and intermediate thereof
发明人：NODE MANABU; NAKAMURA DAISAKU; FUJIWARA TOSHIO; ICHIHASHI SHOGO
权利人:NIHON MEDIPHYSICS CO LTD
摘要:The present invention relates to a method for synthesis of an optically active halopyridyl-azacyclo-pentane derivative and the intermediate thereof which comprises preparing an optically active allene-1,3-dicarboxylic acid ester derivative from an optically active acetonedicarboxylic acid ester derivative and then proceeding through a 7-azabicyclo[2.2.1]heptane derivative to obtain the objective product.

专利号:US-7425629-B2
优先权日:2005-09-30
标 题:Stereoselective synthesis of certain trifluoromethyl-substituted alcohols
发明人：SONG JINHUA J; REEVES JONATHAN T; ROSCHANGAR FRANK; TAN ZHULIN; YEE NATHAN K
权利人:BOEHRINGER INGELHEIM PHARMA
摘要:A process for stereoselective synthesis of a compound of Formula (I) n nwherein R 1 , R 2 , R 3 , R 4 , and R 5 are as described herein.

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主要参考文献


1: Larrieu R, Richieu A, Cornu A, Daugey N, Pouységu L, Deffieux D, Quideau S. Copper(II)-Amine Complex-Mediated Intramolecular Coupling of Gallates: A Bioinspired Solution to the Atroposelective Synthesis of Ellagitannins. Angew Chem Int Ed Engl. 2024 Sep
10:e202412036. doi: 10.1002/anie.202412036. Epub ahead of print. 89(10):7225-7232. doi: 10.1021/acs.joc.4c00638. Epub 2024 May 7. 10(7):e28790. doi: 10.1016/j.heliyon.2024.e28790.
4: Choi A, Das A, Meijer AJHM, Proietti Silvestri I, Coldham I. Synthesis of enantioenriched spirocyclic 2-arylpiperidines via kinetic resolution. Org Biomol Chem. 2024 Feb 21;22(8):1602-1607. doi: 10.1039/d4ob00011k. 25(46):8230-8233. doi: 10.1021/acs.orglett.3c03242. Epub 2023 Nov 10.

合成参考文献


摘要:Waldvogel, S. R.; Welschoff, N., Science of Synthesis, (2010) 45, 1173.
摘要:Wong, Y.-S., Science of Synthesis, (2009) 46, 596.
摘要:Aitken, R. A.; Aitken, K. M., Science of Synthesis, (2010) 47, 1044.
摘要:Wong, Y.-S., Science of Synthesis, (2009) 46, 603.
摘要:Palframan, M. J.; Parsons, A. F., Science of Synthesis, (2009) 48, 668.
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