CAS: 93267-04-0; Boc-ß-Iodo-Ala-Ome

该化合物是一种手性,异丁酯化合物,它具有偏丁碳基保护组的特点,有利于合成变异.它的对应性质有利于需要立体选择性合成的应用. 碘蛋白提供了高效的离子组,可以直接进行脱保反应. 该化合物适合于制备手性有机分子,特别是在制药和农用化学研究中.

结构式图片

相似化合物

889670-02-4 170848-34-7 156017-42-4

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

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合成工艺路线路线简述

  • 合成目标产物 Boc-Beta-Iodo-Ala-Ome 主要起始原料 Boc-Ser(Tos)-Och3
  • 2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone; 25 H,Rt
    标题:Toward Intrinsically Colored Peptides: Synthesis And Investigation Of The Spectral Properties Of Methylated Azatryptophans In Tryptophan-Cage Mutants
    作者:Noichl,Benjamin P.; Durkin,Patrick M.; Budisa,Nediljko
    参考文献:Biopolymers 日期:2015 卷标:104(5) 页码:585-600]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dimethylformamide; 3 H,0 °C -> Rt
    标题:Application Of Bis-2-(Trimethylsilyl)Ethyl Diselenide To The Synthesis Of Selenium-Containing Amino Acid Derivatives
    作者:Yonezawa,Tsubasa; Yamaguchi,Masahito; Ninomiya,Masayuki; Koketsu,Mamoru
    参考文献:Tetrahedron 日期:2017 卷标:73(42) 页码:6085-6091]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 0 °C -> Rt; 10 Min,Rt; Rt -> 0 °C1.2 Solvents: Dichloromethane; 0 °C; 1 H,0 °C; 1.5 H,Rt
    标题:Synthesis Of Disulfides And Diselenides By Copper-Catalyzed Coupling Reactions In Water
    作者:Li,Zhengkai; Ke,Fang; Deng,Hang; Xu,Hualong; Xiang,Haifeng; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2013 卷标:11(18) 页码:2943-2946]

    56926-94-4 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone; 30 Min,10 - 30 °C; 21.5 H,20 - 30 °C
    标题:Synthesis Of 4-Chlorokynurenines And Intermediates
    参考文献:World Intellectual Property Organization]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine Solvents: Dichloromethane; 10 Min,Rt; Rt -> 0 °C1.2 Reagents: Iodine; 20 Min,0 - 7 °C; 7 °C -> Rt; 10 Min,Rt; Rt -> 0 °C1.3 Solvents: Dichloromethane; 60 Min,0 °C; 1 H,0 °C; 1 H,0 °C -> Rt; 1.5 H,Rt
    标题:Preparation Of N-(Boc)-Allylglycine Methyl Ester Using A Zinc-Mediated,Palladium-Catalyzed Cross-Coupling Reaction
    作者:Prasad Atmuri,N. D.; Lubell,William D.
    参考文献:Organic Syntheses 日期:2015 卷标:92 页码:103-116]

    56926-94-4 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone; 3 D,Rt; 1 D,Rt
    标题:Synthesis Of N-(Tert-Butoxycarbonyl)-β-Iodoalanine Methyl Ester: A Useful Building Block In The Synthesis Of Nonnatural α-Amino Acids Via Palladium Catalyzed Cross Coupling Reactions
    作者:Jackson,Richard F. W.; Perez-Gonzalez,Manuel
    参考文献:Organic Syntheses 日期:2005 卷标:81 页码:77-88]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 10 Min,0 °C; 15 Min,Rt1.2 Solvents: Dichloromethane; 0 °C; 4 H,Rt1.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Alkyl Carbagermatranes Enable Practical Palladium-Catalyzed Sp2-Sp3 Cross-Coupling
    作者:Xu,Meng-Yu; Jiang,Wei-Tao; Li,Ying; Xu,Qing-Hao; Zhou,Qiao-Lan; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2019 卷标:141(18) 页码:7582-7588]

    56926-94-4 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone; 24 H,Rt
    标题:Synthesis Of N-Boc-3-Iodo-Zinc-L-Alanine Methyl Ester
    作者:Huang,Suo-Yi; Wang,Lin-Sheng
    参考文献:Huagong Jishu Yu Kaifa 日期:2004 卷标:33(2) 页码:13-16]

    3262-72-4 = 93267-04-0
    反应条件:1.1 Reagents: Potassium Bicarbonate Solvents: Dimethylformamide1.2 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 10 Min,0 °C -> Rt; Rt -> 0 °C1.3 3.5 H,0 °C1.4 Reagents: Sodium Thiosulfate Solvents: Water
    标题:Readily Available Amino Acid Building Blocks For The Synthesis Of Phosphole-Containing Peptides
    作者:Van Zutphen,Steven; Margarit,Vicente J.; Mora,Guilhem; Le Floch,Pascal
    参考文献:Tetrahedron Letters 日期:2007 卷标:48(16) 页码:2857-2859]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 2.5 H,Rt
    标题:The Silica Mineralisation Properties Of Synthetic Silaffin-1A1 (Synsil-1A1)
    作者:Daus,Fabian; Xie,Xiulan; Geyer,Armin
    参考文献:Organic & Biomolecular Chemistry 日期:2022 卷标:20(16) 页码:3387-3396]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane
    标题:Synthesis Of Conformationally Restricted Beta-Turn Mimics
    作者:Ijsselstijn,Maarten
    参考文献:2006]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 5 Min,Rt1.2 Solvents: Dichloromethane; 2 H,Rt
    标题:Thiomaleic Anhydride: A Convenient Building Block For The Synthesis Of α-Substituted γ- And δ-Lactones Through Free-Radical Addition,Nucleophilic Ring Opening,And Subsequent Thiocarboxylate Manipulation
    作者:Crich,David; Rahaman,Yeajur Md.
    参考文献:Journal Of Organic Chemistry 日期:2009 卷标:74(17) 页码:6792-6796]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 5 Min,0 °C; 10 Min,Rt; Rt -> 0 °C1.2 Solvents: Dichloromethane; 10 Min,0 °C; 90 Min,0 °C
    标题:Painting Argyrins Blue: Negishi Cross-Coupling For Synthesis Of Deep-Blue Tryptophan Analog β-(1-Azulenyl)-L-Alanine And Its Incorporation Into Argyrin C
    作者:Stempel,Erik; Kaml,Robert Franz-Xaver; Budisa,Nediljko; Kalesse,Markus
    参考文献:Bioorganic & Medicinal Chemistry 日期:2018 卷标:26(19) 页码:5259-5269]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 10 Min,Rt; Rt -> 0 °C1.2 Solvents: Dichloromethane; 30 Min,0 °C; 1 H,0 °C; 1.5 H,Rt
    标题:Use Of A Tandem Prins/friedel-Crafts Reaction In The Construction Of The Indeno-Tetrahydropyridine Core Of The Haouamine Alkaloids: Formal Synthesis Of (-)-Haouamine A
    作者:Fenster,Erik; Fehl,Charlie; Aube,Jeffrey
    参考文献:Organic Letters 日期:2011 卷标:13(10) 页码:2614-2617]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 1 H,0 °C; 1.5 H,Rt
    标题:Chemoselectivity Of The Ruthenium-Catalyzed Hydrative Diyne Cyclization: Total Synthesis Of (+)-Cylindricine C,D,And E
    作者:Trost,Barry M.; Rudd,Michael T.
    参考文献:Organic Letters 日期:2003 卷标:5(24) 页码:4599-4602]

    56926-94-4 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone; Rt; 42 H,Rt
    标题:Preparation Of Cyclopentylcarbonylamino Acid As Inhibitors Of α4β1 Mediated Cell Adhesion
    参考文献:World Intellectual Property Organization]

    2766-43-0 = 93267-04-0
    反应条件:1.1 Reagents: Imidazole,Triphenylphosphine,Iodine Solvents: Dichloromethane; 0 °C; 10 Min,Rt; Rt -> 0 °C1.2 Solvents: Dichloromethane; 0 °C; 2 H,0 °C
    标题:Synthesis And Applications Of Highly Functionalized 1-Halo-3-Substituted Bicyclo[1.1.1]Pentanes
    作者:Caputo,Dimitri F. J.; Arroniz,Carlos; Durr,Alexander B.; Mousseau,James J.; Stepan,Antonia F.; Et Al
    参考文献:Chemical Science 日期:2018 卷标:9(23) 页码:5295-5300]

    187035-34-3 = 93267-04-0
    反应条件:1.1 Reagents: Sodium Iodide Solvents: Acetone
    标题:Synthesis Of All Three Regioisomers Of Pyridylalanine
    作者:Walker,Michael A.; Kaplita,Khane Pham; Chen,Ti; King,Dalton H.
    参考文献:Synlett 日期:1997 卷标:(2) 页码:169-170]

    56926-94-4 = 93267-04-0
    反应条件:1.1 Reagents: Iodine Solvents: Acetone
    标题:Organocuprates In A Novel Synthesis Of Optically Pure Amino Acids
    作者:Bajgrowicz,J. A.; El Hallaoui,A.; Jacquier,R.; Pigiere,C.; Viallefont,P.
    参考文献:Tetrahedron 日期:1985 卷标:41(10) 页码:1833-43
Boc-L-丝氨酸甲酯置于咪唑,碘,三苯基膦体系中,用 乙腈 作为反应溶剂,以61%的收率获得产物(R)-N-叔丁氧羰基-3-碘代丙氨酸甲酯
参考文献:Lanthanide Triple Helical Complexes With A Chiral Ligand Derived From 2,6-Pyridinedicarboxylic Acid†
标题:Lanthanide Triple Helical Complexes With A Chiral Ligand Derived From 2,6-Pyridinedicarboxylic Acid†
摘要:合成了吡啶环4位带有手性基团的配体3-[2,6-双(二乙基氨基甲酰基)吡啶-4-基]-N-(叔丁氧基羰基)丙氨酸甲酯(L4),研究了它与三价镧系元素离子的相互作用. L4 在乙腈中产生稳定的 [ln(L4)3]3+ 复合物,Logβ3置于19-20 范围内.配合物的特定旋转分散体大约是单独配体的十倍大,与溶液中的三螺旋结构一致. NMR 数据显示乙腈溶液中仅存在一种具有三角对称性的时间平均物质,即螺旋 P ⇌ M 互变在 NMR 时间尺度上很快. Eu 和 Tb 三螺旋复合物的圆偏振发光显示出微弱的效果,表明溶液中只有少量的非对映体过量.固态 Eu 配合物的高分辨率发光光谱揭示了金属离子周围三角形排列的局部对称性,并且长 5D0 寿命(1.58 Ms)表明内部配位球中不存在水分子.讨论了发光 Eu 和 Tb 三螺旋配合物中的能量转移过程.
DOI:10.1039/b102728J

海关参考信息

专利信息


专利号:US-2025197904-A1
优先权日:2022-03-14
标 题 :A process for the synthesis of ( r)-2-(( tert-butoxycarbonyl)amino)-3-(diethoxyphosphoryl)propanoic acid or of phosphonate derivatives thereof
发明人：ABELE STEFAN; BROWN GARETH; MCINTYRE PETER; MIX Stefan
权利人:VIATRIS ASIA PACIFIC PTE LTD
摘要:The present invention relates to a process for the synthesis of (R)-2-((tert-butoxycarbonyl)amino)-3-(diethoxyphosphoryl)propanoic acid (“COMPOUNDâ€?), of phosphonate derivatives thereof, or of salts of any of the aforementioned; to a crystalline form of COMPOUND, and to the use of COMPOUND (especially of COMPOUND in crystalline form) or phosphonate derivatives or salts thereof for the preparation of 4-((R)-2-{[6-((S)-3-methoxy-pyrrolidin-1-yl)-2-phenyl-pyrimidine-4-carbonyl]-amino}-3-phosphono-propionyl)-piperazine-1-carboxylic acid butyl ester (also known as selatogrel), or of a pharmaceutically acceptable salt thereof.

专利号:US-2004110228-A1
优先权日:2002-04-01
标 题:Combinatorial organic synthesis of unique biologically active compounds
发明人：MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

专利号:US-7598403-B2
优先权日:2003-05-16
标 题 :Synthesis of chromanones
发明人：SALVATORE BRIAN A; SOLIS FERDINAND C
权利人:UNIV SOUTH CAROLINA RES FOUND
摘要:Processes for the preparation of biologically active chromanones are disclosed, including processes for the preparation of intermediates useful in the preparation of the biologically active chromanones. The chromanones and the intermediates disclosed herein may be useful for a variety of therapies, including the treatment of various cancers and the treatment of inflammation and inflammation related disorders.

专利号:US-8993762-B2
优先权日:2013-03-15
标题 :Total synthesis of thaxtomin A analogues and their intermediates
发明人：HUANG HUAZHANG; YAN DONG; XUE ZHIJIE; ZHANG HONGBO
权利人:MARRONE BIO INNOVATIONS INC; MARRONE BIO INNOVATIONS INC
摘要:Improved synthetic methods for the production of thaxtomin analogs, particularly thaxtomin A, and intermediates therefore such as substituted tryptophans and in particular, 4-nitro-L-tryptophan, and substituted phenyl acrylic acids are disclosed. Bioassays show that the synthetic thaxtomin A is not significantly different from the natural one in herbicidal activity.

专利号:US-9187408-B2
优先权日:2008-10-27
标 题 :Process for the preparation of protected L-alanine derivatives
发明人：ANZALONE LUIGI; FEIBUSH PENINA; VILLANI FRANK J
权利人:JANSSEN PHARMACEUTICA NV; JANSSEN PHARMACEUTICA NV
摘要:The present invention is directed to a novel process for the preparation of protected L-alanine derivatives, useful as intermediates in the synthesis of compounds useful as mu/delta opioid modulators.

专利号:WO-2023174810-A1
优先权日:2022-03-14
标题 :A process for the synthesis of ( r)-2-(( tert-butoxycarbonyl)amino)-3-(diethoxyphosphoryl)propanoic acid or of phosphonate derivatives thereof

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主要参考文献

[参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1096.

合成参考文献


摘要:Li, L.; Biscoe, M. R., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 1, 799.
摘要:Zhou, M.; Qin, T., Science of Synthesis, (2020) , 525.
摘要:Shu, X.-Z.; Pang, X., Science of Synthesis: Special Topics, (2022) 1, 404.
摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2025).
摘要:van der Puyl, V.; Shenvi, R. A., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 684.
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