CAS: 83948-53-2; Tert-Butyl N-(3-Bromopropyl)Carbamate

该化合物是有机合成中的一种多用途中间体,特别因其在准备受保护的氨基胺和功能化烷基链过程中的效用而得到重视.乙丁基羟基碳基(Boc)组在多种反应条件下为氨提供了极好的保护,而三溴丙基氨基甲酸酯则作为进一步衍生的被动处理器,如核循环替代或交叉组合反应.该化合物通常用于用于用于制造复杂分子的制药和农用化学研究.其稳定性,处理的便利性以及与各种合成方法的兼容性使得它成为多步合成工作流程的一个实用选择.

结构式图片

相似化合物

5003-71-4 186663-83-2 828272-19-1

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号24424-99-5 二碳酸二叔丁酯 | CAS号5003-71-4 3-溴丙胺氢溴酸盐 | CAS号58885-58-8 N-(3-羟丙基)氨基甲酸叔丁酯 | CAS号18370-81-5 3-Bromopropylamine | CAS号497-19-8 纯碱 | CAS号1069-31-4 DL-鸟氨酸 盐酸盐 | CAS号107-13-1 丙烯腈 | CAS号112663-43-1 Methanesulfonic... | CAS号216959-34-1 N-B°C草酸酰胺乙酯 | CAS号216959-40-9 ethyl 2-((3-bro... | CAS号92-52-4 联苯 | CAS号16644-54-5 1,6-Bis(tert-bu... | CAS号105678-25-9 N-b°C-丙胺 | CAS号147410-39-7 N-tert-butoxyca... | CAS号71-43-2 苯 | CAS号442514-22-9 2-(甲基氨基)丙基氨基甲酸叔丁酯 | CAS号167479-01-8 (3-碘丙基)氨基甲酸叔丁酯 | CAS号114459-62-0 精胺(HBBB) | CAS号879484-66-9 2-Methyl-2-prop... | CAS号129392-84-3 N-B°C-3-叠氮基-丙胺

合成工艺路线路线简述

  • 合成目标产物 Tert-Butyl 3-Bromopropylcarbamate 主要起始原料 Di-Tert-Butyl Dicarbonate And 3-Bromopropylamine Hydrobromide
  • 24424-99-5 + 5003-71-4 = 83948-53-2
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Dichloromethane
    标题:Aryl-Indolyl Maleimides As Inhibitors Of Camkiiδ. Part 1: Sar Of The Aryl Region
    作者:Levy,Daniel E.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2008 卷标:18(7) 页码:2390-2394]

    24424-99-5 + 5003-71-4 = 83948-53-2
    反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 2 H,Rt
    标题:Nucleophilic Substitution At The Guanidine Carbon Center Via Guanidine Cyclic Diimide Activation
    作者:An,Taeyang; Et Al
    参考文献:Organic Letters 日期:2021 卷标:23(23) 页码:9163-9167]

    24424-99-5 + 41236-20-8 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 75 Min,Rt
    标题:Monoamine Oxidase A Inhibitor-Near-Infrared Dye Conjugate Reduces Prostate Tumor Growth
    作者:Wu,Jason Boyang; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(6) 页码:2366-2374]

    58885-58-8 = 83948-53-2
    反应条件:1.1 Reagents: Carbon Tetrabromide,Triphenylphosphine Solvents: Tetrahydrofuran; 1 H,0 °C; 3 H,Rt
    标题:Module Assembly For Protein-Surface Recognition: Geranylgeranyltransferase I Bivalent Inhibitors For Simultaneous Targeting Of Interior And Exterior Protein Surface
    作者:Machida,Shinnosuke; Et Al
    参考文献:Chemistry - A European Journal 日期:2008 卷标:14(5) 页码:1392-1401]

    58885-58-8 = 83948-53-2
    反应条件:1.1 Reagents: Carbon Tetrabromide,Triphenylphosphine Solvents: Tetrahydrofuran; 15 Min,0 °C1.2 Solvents: Tetrahydrofuran; 1 Min,0 °C; 2 H,0 °C
    标题:Total Synthesis Of The Dihydrooxepine-Spiroisoxazoline Natural Product Psammaplysin A
    作者:Paciorek,Jan; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2022 卷标:144(43) 页码:19704-19708]

    18370-81-5 = 83948-53-2 [标题:Reaction Conditions
    标题:Self-Assembled Multivalent (Samul) Ligand Systems With Enhanced Stability In The Presence Of Human Serum
    作者:Tena-Solsona,Marta; Et Al
    参考文献:Biomaterials Science 日期:2019 卷标:7(9) 页码:3812-3820]

    5003-71-4 + 34619-03-9 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran; 4 H,Rt
    标题:Synthesis And Pharmacology Of Seleninic Acid Analogues Of The Inhibitory Neurotransmitter γ-Aminobutyric Acid
    作者:Stuhr-Hansen,Nicolai; Et Al
    参考文献:Organic Letters 日期:2000 卷标:2(1) 页码:7-9]

    24424-99-5 + 156-87-6 = 83948-53-2
    反应条件:1.1 Solvents: Tetrahydrofuran; 20 H,23 °C2.1 Reagents: Carbon Tetrabromide,Triphenylphosphine Solvents: Tetrahydrofuran; 15 Min,0 °C2.2 Solvents: Tetrahydrofuran; 1 Min,0 °C; 2 H,0 °C
    标题:Total Synthesis Of The Dihydrooxepine-Spiroisoxazoline Natural Product Psammaplysin A
    作者:Paciorek,Jan; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2022 卷标:144(43) 页码:19704-19708]

    617-36-7 = 83948-53-2
    反应条件:1.1 Solvents: 1,2-Dichloroethane1.2 Solvents: Toluene2.1 Reagents: Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Tetrahydrofuran3.1 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water
    标题:N-Boc Ethyl Oxamate: A New Nitrogen Nucleophile For Use In Mitsunobu Reactions
    作者:Berree,Fabienne; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(45) 页码:8275-8276]

    216959-40-9 = 83948-53-2
    反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water
    标题:N-Boc Ethyl Oxamate: A New Nitrogen Nucleophile For Use In Mitsunobu Reactions
    作者:Berree,Fabienne; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(45) 页码:8275-8276]

    24424-99-5 + 18370-81-5 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; Overnight,Rt
    标题:Synthesis And Pharmacological Evaluation Of Benzamide Derivatives As Potent And Selective Sigma-1 Protein Ligands
    作者:Donnier-Marechal,Marion; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2017 卷标:138 页码:964-978]

    24424-99-5 + 18370-81-5 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 6 H,Rt
    标题:Solid-Phase Synthesis Of A Seventh-Generation Inverse Poly(Amidoamine) Dendrimer: Importance Of The Loading Ratio On The Resin
    作者:Kao,Chai-Lin; Et Al
    参考文献:Macromolecular Rapid Communications 日期:2017 卷标:38(12)]

    24424-99-5 + 18370-81-5 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane
    标题:Selective And Potent Proteomimetic Inhibitors Of Intracellular Protein-Protein Interactions
    作者:Barnard,Anna; Et Al
    参考文献:Angewandte Chemie 日期:2015 卷标:54(10) 页码:2960-2965]

    24424-99-5 + 41236-20-8 = 83948-53-2
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 5 Min,Rt1.2 Solvents: Dichloromethane; 16 H,Rt
    标题:Total Synthesis Of Psammaplysenes A And B,Naturally Occurring Inhibitors Of Foxo1A Nuclear Export
    作者:Georgiades,Savvas N.; Et Al
    参考文献:Organic Letters 日期:2005 卷标:7(19) 页码:4091-4094]

    58885-58-8 = 83948-53-2
    反应条件:1.1 Reagents: Carbon Tetrabromide,Triphenylphosphine Solvents: Tetrahydrofuran; 15 Min,0 °C1.2 Solvents: Tetrahydrofuran; 1 Min,0 °C; 2 H,0 °C
    标题:General Synthetic Entry To Dihydrooxepine-Spiroisoxazoline Natural Products: Total Synthesis Of Psammaplysin A
    作者:Paciorek,Jan; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-5]

    5003-71-4 = 83948-53-2 [标题:Reaction Conditions
    标题:Alginic Acid Beads Containing Fluorescent Solvatochromic Dyes Display An Emission Color Response To A Cationic Surfactant
    作者:Kishi,Kazuki; Et Al
    参考文献:Polymers (Basel 日期:2022 卷标:14(21)]

    24424-99-5 + 156-87-6 = 83948-53-2
    反应条件:1.1 Solvents: Tetrahydrofuran; 20 H,23 °C2.1 Reagents: Carbon Tetrabromide,Triphenylphosphine Solvents: Tetrahydrofuran; 15 Min,0 °C2.2 Solvents: Tetrahydrofuran; 1 Min,0 °C; 2 H,0 °C
    标题:General Synthetic Entry To Dihydrooxepine-Spiroisoxazoline Natural Products: Total Synthesis Of Psammaplysin A
    作者:Paciorek,Jan; Et Al
    参考文献:Chemrxiv 日期:2022 卷标:1 页码:1-5]

    24424-99-5 + 156-87-6 = 83948-53-2
    反应条件:1.1 Solvents: Tetrahydrofuran; Overnight,Rt2.1 Reagents: Triethylamine,Triphenylphosphine,Bromine Solvents: Dichloromethane; 0 °C; 1 H,0 °C -> Rt2.2 Solvents: Dichloromethane; Overnight,Rt
    标题:Graphene Oxide Enhances Cellular Delivery Of Hydrophilic Small Molecules By Co-Incubation
    作者:Hung,Andy H.; Et Al
    参考文献:Acs Nano 日期:2014 卷标:8(10) 页码:10168-10177]

    156-87-6 = 83948-53-2
    反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Water; 3 H,Reflux2.1 Reagents: Triethylamine Solvents: Dichloromethane; 15 Min,0 °C; 8 H,Rt
    标题:α-Substitution Effects On The Ease Of S -> N-Acyl Transfer In Aminothioesters
    作者:El-Gendy,Bahaa El-Dien M.; Et Al
    参考文献:Chemical Biology & Drug Design 日期:2013 卷标:81(5) 页码:577-582]

    627-18-9 + 216959-34-1 = 83948-53-2
    反应条件:1.1 Reagents: Triphenylphosphine,Diethyl Azodicarboxylate Solvents: Tetrahydrofuran2.1 Reagents: Lithium Hydroxide Solvents: Tetrahydrofuran,Water
    标题:N-Boc Ethyl Oxamate: A New Nitrogen Nucleophile For Use In Mitsunobu Reactions
    作者:Berree,Fabienne; Et Al
    参考文献:Tetrahedron Letters 日期:1998 卷标:39(45) 页码:8275-8276
碳酸二叔丁酯 反应生成 N-Boc-3-氨基丙基溴
参考文献:Brayer,Jean-Louis;Taliani,Laurent;Tessier,Jean
标题:Brayer,Jean-Louis;Taliani,Laurent;Tessier,Jean

海关参考信息

专利信息


专利号:US-2025129021-A1
优先权日:2023-09-19
标 题:Small molecule protein synthesis modulators
发明人：GYGI DAVID; BAHMANYAR SOGOLE SAMI; HAMANN LAWRENCE
权利人:INTERDICT BIO INC
摘要:The present disclosure provides compounds of the formulae herein (e.g., Formula (I), Formula (V)), and pharmaceutically acceptable salts thereof, which are useful for modulating protein synthesis (e.g., modulating synthesis of BCL-2, MYC, CCND1, MCL-1, ALK, KRAS-G12D). The present disclosure also provides pharmaceutical compositions and kits comprising the compounds, or pharmaceutically acceptable salts thereof, and methods of treating or preventing diseases or disorders (e.g., diseases or disorders associated with BCL-2, MYC, CCND1, MCL-1, ALK, KRAS-G12D) by administering to a subject in need thereof the compounds, or pharmaceutically acceptable salts thereof, or pharmaceutical compositions thereof.

专利号:US-8399502-B2
优先权日:2008-09-17
标 题 :Analogs of indole-3-carbinol and their use as agents against infection
发明人：JONG LING; JIANG FAMING; LI GAOQUAN; MORTELMANS KRISTIEN
权利人:JONG LING; JIANG FAMING; LI GAOQUAN; MORTELMANS KRISTIEN; STANFORD RES INST INT
摘要:Compounds useful as antibacterial agents are provided. The compounds are analogs of indole-3-carbinol and have a backbone selected from dihydroindolo[2,3-b]carbazole, 2,2′-diindolylmethane, 2′,3-diindolylmethane, and 3,3′-diindolylmethane. The compounds are useful therapeutic and prophylactic treatment of bacterial infections in mammals. Methods of synthesis of the compounds are provided, as are pharmaceutical compositions containing the compounds.

专利号:US-9394354-B2
优先权日:2012-08-21
标题 :Haptens of paliperidone
发明人：HASPESLAGH PIETER RIK; VLIEGEN MAARTEN; HRYHORENKO ERIC; DECORY THOMAS R; SANKARAN BANUMATHI
权利人:JANSSEN PHARMACEUTICA NV; ORTHO CLINICAL DIAGNOSTICS INC
摘要:The invention relates to compounds of Formula I, wherein L 1 , L 2 , and L 3 are defined in the specification, useful for the synthesis of novel conjugates and immunogens derived from paliperidone. The invention also relates to conjugates of a paliperidone hapten and a protein.

专利号:US-6387893-B1
优先权日:1999-09-30
标题 :Spirotricyclic substituted azacycloalkane derivatives and uses thereof
发明人：EVANS BEN E; HOFFMAN JACOB M; GILBERT KEVIN F; RITTLE KENNETH E
权利人:MERCK & CO INC
摘要:Spirotricyclic azacycloalkyl compounds and pharmaceutically acceptable salts thereof are disclosed. The synthesis of these compounds is also described. One application of these compounds, which are alpha 1a adrenergic receptor antagonists, is in the treatment of benign prostatic hyperplasia. These compounds are selective in their ability to relax smooth muscle tissue enriched in the alpha 1a receptor subtype without at the same time inducing hypotension. One such tissue is found surrounding the urethral lining. Therefore, one utility of the instant compounds is to provide acute relief to males suffering from benign prostatic hyperplasia, by permitting less hindered urine flow. Another utility of the instant compounds is provided by combination with a human 5-alpha reductase inhibitory compound, such that both acute and chronic relief from the effects of benign prostatic hyperplasia can be achieved.

专利号:US-9994558-B2
优先权日:2013-09-20
标题 :Multicyclic compounds and methods of using same
发明人：BALOGLU ERKAN; SHACHAM SHARON; SENAPEDIS WILLIAM; MCCAULEY DILARA; LANDESMAN YOSEF; GOLAN GALI; KALID ORI; SHECHTER SHARON
权利人:KARYOPHARM THERAPEUTICS INC
摘要:The invention generally relates to compounds represented by Structural Formula I: or a pharmaceutically acceptable salt thereof, wherein the variables are as defined and described herein. The invention also includes the synthesis and use of a compound of structural formula I, or a pharmaceutically acceptable salt or composition thereof, e.g., in treatment of cancer (e.g., mantle cell lymphoma), and other diseases and disorders (e.g., PAK-mediated, for example, PAK4-mediated, diseases and disorders).

专利号:US-6232318-B1
优先权日:1998-11-12
标 题:Pyrimidinedione derivatives useful as alpha 1A adrenoceptor antagonists
发明人：NERENBERG JENNIE B; BOCK MARK G
权利人:MERCK & CO LTD
摘要:Novel pyrimidinedione compounds and pharmaceutically acceptable salts thereof are disclosed. The synthesis of these compounds and their use as alpha 1a adrenergic receptor antagonists is also described. One application of these compounds is in the treatment of benign prostatic hyperplasia. These compounds are selective in their ability to relax smooth muscle tissue enriched in the alpha 1a receptor subtype without at the same time inducing hypotension. One such tissue is found surrounding the urethral lining. Therefore, one utility of the instant compounds is to provide acute relief to males suffering from benign prostatic hyperplasia, by permitting less hindered urine flow. Another utility of the instant compounds is provided by combination with a human 5-alpha reductase inhibitory compound, such that both acute and chronic relief from the effects of benign prostatic hyperplasia can be achieved.

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主要参考文献

1. Selwood DL, Brummell DG, Budworth J, Burtin GE, Campbell RO, Chana SS, Charles IG, Fernandez PA, Glen RC, Goggin MC, Hobbs AJ, Kling MR, Liu Q, Madge DJ, Meillerais S, Powell KL, Reynolds K, Spacey GD, Stables JN, Tatlock MA, Wheeler KA, Wishart G, Woo CK. Synthesis and biological evaluation of novel pyrazoles and indazoles as activators of the nitric oxide receptor, soluble guanylate cyclase. J Med Chem. 2001 Jan 4;44(1):78-93. doi: 10.1021/jm001034k. 27(21):4914-4919. doi: 10.1016/j.bmcl.2017.09.020. Epub 2017 Sep 9. 21(9):2752-5. doi: 10.1016/j.bmcl.2010.11.027. Epub 2010 Nov 10. 31(7):1751-6. doi: 10.1016/j.biomaterials.2009.11.030. Epub 2009 Dec 8.

合成参考文献


摘要:Shu, X.-Z.; Pang, X., Science of Synthesis: Special Topics, (2022) 1, 404.
摘要:Lin, Z.; Tao, R.; Zhao, Y., Science of Synthesis: Knowledge Updates, (2023) 1, 389.
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