CAS: 2217-40-5; 1,2,3,4-Tetrahydronaphthalen-1-Amine

该化合物是一种双环矿化合物,具有部分氢化的氯化萘核心,在1号位置有一个氨基组,这种结构将多功能作为有机合成的中间体,特别是在制药和农用化学品中,其饱和环状系统比完全芳香的模拟物更加稳定,而该矿的功能允许进一步衍生,如恐吓或再处理烷基化.该化合物有助于培养生物活性分子,包括CNS活性剂和催化离子.其平衡的亲热性和再活性使它成为医药化学和精细化学应用的宝贵建筑块.处理需要标准的防雷措施,因为其潜在的基本性和敏感性.

结构式图片

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REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号529-34-0 1-四氢萘酮 | CAS号3349-64-2 3,4-二氢-1(2H)-萘酮肟 | CAS号23357-52-0 (S)-1,2,3,4-四氢-1-萘胺 | CAS号134-32-7 1-萘胺 | CAS号529-33-9 1,2,3,4-四氢-1-萘酚 | CAS号832684-26-1 1-azido-1,2,3,4... | CAS号3459-02-7 1,2,3,4-四氢-1-萘胺盐酸盐 | CAS号86-57-7 1-硝基萘 | CAS号79817-66-6 1,2,3,4-Tetrahy... | CAS号68253-36-1 1-tetralone oxime | CAS号3349-64-2 3,4-二氢-1(2H)-萘酮肟 | CAS号3789-59-1 S(-)-a-乙基苄胺 | CAS号2627-86-3 (S)-(-)-α-甲基苄胺 | CAS号529-34-0 1-四氢萘酮 | CAS号23357-46-2 (R)-(-)-1,2,3,4... | CAS号776-79-4 3-(2-羧基苯基)丙酸 | CAS号88-99-3 邻苯二甲酸 | CAS号23357-52-0 (S)-1,2,3,4-四氢-1-萘胺 | CAS号2922-28-3 腺嘌呤盐酸盐半水合物 | CAS号824958-25-0 4-chloro-N-(1,2...

合成工艺路线路线简述

  • 合成目标产物 1,2,3,4-Tetrahydro-1-Naphthylamine 主要起始原料 1-Tetralone
  • (文献来源)合成步骤主要原料 1-Tetralone
硝基萘置于三乙基硅烷,三(五氟苯基)硼烷体系中,化学反应 16.0H,以43%的收率获得1,2,3,4-四氢-1-萘胺
参考文献:B(C6F5)3-用氢硅烷催化还原芳香族和脂肪族硝基
标题:B(C6F5)3-用氢硅烷催化还原芳香族和脂肪族硝基
摘要:报道了一种无过渡金属的方法,用于将芳香族和脂肪族硝基化合物还原为相应的胺.发现 Et3Sih 是该 B(C6F5)3 催化脱氧中的最佳还原剂.然而,官能团耐受性是中等的.
Doi:10.1002/ejoc.201600556

海关参考信息

专利信息


专利号:US-10308588-B2
优先权日:2014-12-15
标 题 :Synthesis of amides and amines from aldehydes or ketones by heterogeneous metal catalysis
发明人:CÓRDOVA ARMANDO; PALO-NIETO CARLOS; AFEWERKI SAMSON
权利人:ORGANOFUEL SWEDEN AB
摘要:A mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalyst and amine donor is disclosed. The initial heterogeneous metal-catalyzed reaction between the carbonyl and the amine donor components is followed by the addition of a suitable acylating agent component in one-pot, thus providing a catalytic one-pot three-component synthesis of amides. Integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis of amides from aldehyde and ketone substrates, respectively. The process can be applied to asymmetric synthesis or to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. A co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人:ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:WO-0140193-A1
优先权日:1999-12-03
标题:Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
权利人:CHEMRX ADVANCED TECHNOLOGIES I; BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula (I). Also claimed are novel intermediates and their methods of synthesis.

专利号:US-7452994-B2
优先权日:2001-09-12
标 题 :Synthesis of enantiomerically pure amino-substituted fused bicyclic rings
发明人:MCEACHERN ERNEST J; BRIDGER GARY J; SKUPINSKA KRYSTYNA A; SKERLJ RENATO T; YANG WEN
权利人:ANORMED INC
摘要:This invention describes various processes for synthesis and resolution of racemic amino-substituted fused bicyclic ring systems. One process utilizes selective hydrogenation of an amino-substituted fused bicyclic aromatic ring system. An alternative process prepares the racemic amino-substituted fused bicyclic ring system via nitrosation. In addition, the present invention describes the enzymatic resolution of a racemic mixture to produce the (R)- and (S)-forms of amino-substituted fused bicyclic rings as well as a racemization process to recycle the unpreferred enantioner. Further provided by this invention is an asymmetric synthesis of the (R)- or (S)-enantiomer of primary amino-substituted fused bicyclic ring systems.

专利号:US-2002103381-A1
优先权日:2000-11-30
标 题 :Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula I: n n n Also claimed are novel intermediates and their methods of synthesis.

专利号:US-2023278959-A1
优先权日:2020-05-04
标题:Synthesis of Optically Active Indoline Derivatives Via Ruthenium(II)-Catalyzed Enantioselective C-H Functionalization
发明人:CUI XIN; LI ZHONG-YUAN; CHAMINDA LAKMAL HETTI HANDI
权利人:UNIV MISSISSIPPI STATE
摘要:Provided herein are a method of Ru(II)-catalyzed enantioselective synthesis of a cyclic compound and cyclic compounds formed therefrom. The method includes providing a precursor compound having an unfunctionalized C—H bond and activating the unfunctionalized C—H bond by reacting the precursor compound in the presence of co-catalysts including a Ru(II) arene complex and a chiral transient directing group (CTDG).
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主要参考文献

[参考文献]: H Kurebayashi, Et Al. Oxygen-18 Studies On The Oxidative Deamination Mechanism Of Alicyclic Primary Amines In Rabbit Liver Microsomes. Arch Biochem Biophys. 1982 May;215(2):433-43.
[参考文献]: J S Shin, Et Al. Kinetic Resolution Of Chiral Amines With Omega-Transaminase Using An Enzyme-Membrane Reactor. Biotechnol Bioeng. 2001 May 5;73(3):179-87.
[参考文献]: Minli Zhang, Et Al. Derivatization For The Simultaneous Lc/ms Quantification Of Multiple Neurotransmitters In Extracellular Fluid From Rat Brain Microdialysis. J Pharm Biomed Anal. 2014 Nov:100:357-364.
[参考文献]: N S Kula, Et Al. Effects Of Isomers Of Apomorphines On Dopamine Receptors In Striatal And Limbic Tissue Of Rat Brain. Life Sci. 1985 Sep 16;37(11):1051-7.
[参考文献]: Noelia Madroal, Et Al. Rapid Erasure Of Hippocampal Memory Following Inhibition Of Dentate Gyrus Granule Cells. Nat Commun. 2016 Mar 18:7:10923.

合成参考文献


摘要:Pollegioni, L.; Molla, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 254.
摘要:Diéguez, M.; Bäckvall, J.-E.; Pàmies, O., Science of Synthesis, (2019) , 194.
摘要:Adriaensen, K.; De Vos, D., Science of Synthesis, (2022) , 150.
摘要:González-Granda, S.; Gotor-Fernández, V., Science of Synthesis, (2022) , 231.
摘要:Adriaensen, K.; De Vos, D., Science of Synthesis, (2022) , 173.
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