CAS: 4128-37-4; 1,3-Diisopropylurea

该化合物是一种尿素衍生物,其特征是氮原子上的两个异丙基替代物,该化合物通常用作有机合成的中间体,特别是在制备药品,农用化学品和特殊化学品方面,其结构受到极大阻碍,会增加反应的选择性,有助于保护群体战略,或作为协调化学的离子体.异丙基化合物组有助于改进有机溶剂的溶性,促进其在同质反应条件下的使用.此外,在一系列条件下,该化合物的稳定性允许多种步骤合成工艺的多种用途应用.该化合物一般通过标准的实验室防范措施处理,因为其具有中度反应性.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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CAS号201230-82-2 carbon monoxide | CAS号75-31-0 异丙胺 | CAS号100-47-0 苯甲腈 | CAS号563-83-7 异丁酰胺 | CAS号693-13-0 N,N'-二异丙基碳二亚胺 | CAS号2978-10-1 O-苯甲基-N,N'-二异丙基异脲 | CAS号113984-41-1 (E)-N,N'-diisop... | CAS号113984-40-0 (Z)-(2E,5E)-hep... | CAS号124-38-9 二氧化碳 | CAS号5673-38-1 N-Isopropyl-N'-... | CAS号75-31-0 异丙胺 | CAS号98-82-8 异丙基苯 | CAS号598-45-8 异丙基异氰 | CAS号29119-58-2 1,1-dichloro-N-... | CAS号693-13-0 N,N'-二异丙基碳二亚胺 | CAS号791-28-6 三苯基氧化膦 | CAS号691-60-1 异丙基脲

合成工艺路线路线简述

    异丁酰胺置于亚碘酰苯体系中,用 二氯甲烷 作为反应溶剂,化学反应 2.0H,以98%的收率获得产物对称二异丙基脲
    参考文献:通过碘基苯诱导的霍夫曼重排从酰胺中高效合成尿素和氨基甲酸酯
    标题:通过碘基苯诱导的霍夫曼重排从酰胺中高效合成尿素和氨基甲酸酯
    摘要:描述了一种使用碘代苯作为氧化剂从酰胺合成 1,3-二取代脲和氨基甲酸酯的简单有效的方法.对称和不对称尿素和氨基甲酸酯可以通过该程序以高达 98% 的产率制备.通过该方法也可以以非常好的产率制备脲肽.
    DOI:10.1002/ejoc.201101784

    海关参考信息

    专利信息


    专利号:US-9920084-B2
    优先权日:2011-08-23
    标题 :Ionic tags for synthesis of oligoribonucleotides
    发明人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK-HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER
    权利人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV; HONG KONG POLYTECHNIC UNIV
    摘要:The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

    专利号:WO-9002605-A1
    优先权日:1988-09-02
    标题:An apparatus and a method for the synthesis of peptides
    发明人:MELDAL MORTEN; HOLM ARNE; BUCHARDT OLE
    权利人:MELDAL MORTEN; HOLM ARNE; BUCHARDT OLE
    摘要:An apparatus for use in chemical synthesis, especially peptide synthesis, comprises a synthesis chamber unit having a multiplicity of synthesis chambers, each of which has a liquid inlet and a liquid outlet, means for introducing liquid into the individual synthesis chambers and means for simultaneous removal of liquid via the liquid outlets of the synthesis chambers by regulation of the fluid pressure difference between the liquid inlets and the liquid outlets. A method for peptide synthesis using such an apparatus comprises the provision in each of the synthesis chambers of a solid-phase support material having a first, at least N-protected amino acid coupled thereto, after which a liquid deprotection reagent is introduced into the synthesis chambers. Following deprotection, the deprotection reagent is removed, after which a second, at least N-protected amino acid is introduced into each synthesis chamber in order to couple the first and second amino acids. Third, fourth, etc. amino acids may be coupled analogously. Complete removal of the deprotection reagent from the synthesis chambers and the support material can be ensured by incorporating a stable, intensely coloured dye, e.g., azorubin, in the deprotection reagent. The apparatus and the method make possible the parallel synthesis of a large number of peptides, e.g. peptides having overlapping amino acid sequences and constituting part of a longer peptide chain. The apparatus can be adapted to manual, semi-automatic or fully automatic performance of the various steps in the synthesis procedure.

    专利号:US-7589170-B1
    优先权日:1998-09-25
    标题 :Synthesis of cyclic peptides
    发明人:SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS; BOURNE GREGORY THOMAS; MCGEARY ROSS PETER
    权利人:UNIV QUEENSLAND
    摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programs. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganising peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.

    专利号:US-5977301-A
    优先权日:1992-09-24
    标题 :Synthesis of N-substituted oligomers
    发明人:ZUCKERMAN RONALD N; KERR JANICE M; KENT STEPHEN B H; MOOS WALTER H; SIMON REYNA J; GOFF DANE A
    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 resin-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.

    专利号:US-6515039-B1
    优先权日:1998-08-28
    标 题:Method for the parallel and combinatory synthesis of compounds bound to a continuous polymeric solid phase supporting material
    发明人:ULBRICHT MATHIAS; VOLKMER-ENGERT RUDOLF; GERMEROTH LOTHAR; WENSCHUH HOLGER
    权利人:POLY AN GMBH
    摘要:The invention relates to a method for the parallel and combinatory synthesis of compounds bound to a continuous polymeric solid phase supporting material. According to the method, a continuous polymeric solid phase supporting material is prepared, the material comprising a matrix of a supporting polymeric material and graft copolymer chains covalently bound to the supporting matrix, the graft copolymer chains having reactive groups being able to react with organic compounds, thereby forming spatially defined reaction sites. The method then comprises the sequential spotting of synthesis building blocks or reagents at the various reaction sites on the continuous solid phase supporting material to yield a substrate library of compounds bound to the solid phase supporting material, whereby each reaction site on the continuous solid phase supporting material determines the composition of the synthesized compound, which is bound directly on the supporting matrix via the reactive groups of the graft polymer chain.

    专利号:US-2013267680-A1
    优先权日:2010-09-15
    标题:Total chemical synthesis of ubiquitin, ubiquitin mutants and derivatives thereof
    发明人:OVAA HUIB; EL OUALID FARID; MERKX REMCO NICOLAAS SEBASTIAAN MICHEL
    权利人:OVAA HUIB; EL OUALID FARID; MERKX REMCO NICOLAAS SEBASTIAAN MICHEL; STICHTING HET NL KANKERINST
    摘要:The present invention relates to the field of total chemical synthesis of ubiquitin and related peptides. More in particular, a method is provided of solid phase synthesis of ubiquitin, ubiquitin mutants and derivatives thereof. It was the object of the present invention to provide an approach for the total chemical synthesis of ubuiqitin, which allows for the chemical synthesis of virtually any Ub mutant and giving high overall efficiency and purity. The present inventors have surprisingly found that this object can be realized with a method relying on incorporation of special amino acid building blocks. This approach was found to allow for exceptionally high yields of up to 14% and to provide an synthetic entry into virtually any ubiquitin derivative.
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    主要参考文献

    参考标题:α-Haloalkyl Haloformates And Related Compounds 3.1A Facile Synthesis Of Symmetrical And Unsymmetrical UreasViaChloromethyl Carbamates
    作者:Tamás Patonay,Erzsébet Patonay-Péli,László Zolnai,Ferenc Mogyoródi |发布日期:1996.11
    摘要:Abstract Chloromethyl Carbamates Were Prepared By The Reaction Of Chloromethyl Chloroformates With Amines And Found To Produce Mono-, Symmetrically Or Unsymmetrically Di-And Trisubstituted Ureas Including Their N-Hydroxy And N-Alkoxy Derivatives In Moderate To Good Yield.

    合成参考文献


    摘要:Braverman, S.; Cherkinsky, M.; Birsa, M. L., Science of Synthesis, (2005) 18, 101.
    摘要:Braverman, S.; Cherkinsky, M.; Birsa, M. L., Science of Synthesis, (2005) 18, 117.
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