CAS: 2756-85-6; 1-Amino-1-Cyclohexanecarboxylic Acid

该化合物是一种环氨酸衍生物,其成分既包括一个矿,又包括一个碳原子附属于环己环内的碳原子的碳箱功能组,这种结构具有独特的消毒性能和电子性,在浸泡物的修改和药用化学应用中具有价值,其受限制的环氧环乙烷脊椎可增强相容的僵硬性,改善药物设计中结合的亲近性和代谢稳定性.该化合物是合成非天然氨基酸和手性辅助物的多用途建筑构件,在各种反应条件下保持稳定,并且符合标准化物联动方法,进一步强调了其在有机和制药研究中的实用性.

结构式图片

相似化合物

115951-16-1 162648-54-6 17191-43-4

欧盟法规

ECHA物质C&L通报REACH预注册

合成工艺路线路线简述

  • 合成目标产物 1-Amino-1-Cyclohexanecarboxylic Acid 主要起始原料 Cyclohexanone Oxime
  • (文献来源)合成步骤主要原料 Cyclohexanone Oxime
环己酮氰醇置于硫酸,氨体系中,化学反应生成1-氨基-1-环己基甲酸
参考文献:Bucherer; Brandt,Journal Fur Praktische Chemie (Leipzig 1954),1934,Vol. <2> 140,P. 129,135,150
标题:Bucherer; Brandt,Journal Fur Praktische Chemie (Leipzig 1954),1934,Vol. <2> 140,P. 129,135,150

海关参考信息

专利信息


专利号:US-9475837-B2
优先权日:2011-12-23
标题 :Process for the synthesis of therapeutic peptides
发明人:HURLEY FIONN; WEGNER KATARZYNA; FOLEY PATRICK
权利人:IPSEN MFG IRELAND LTD
摘要:The present invention relates to a process for the large-scale synthesis of therapeutic peptides using a Sieber Amide resin, which comprises solid-phase Fmoc-chemistry.

专利号:US-9206222-B2
优先权日:2009-06-29
标题:Solid phase peptide synthesis of peptide alcohols
发明人:CAUSSIL-AMBLARD MURIEL; MARTINEZ JEAN; TAILHADES JULIEN
权利人:CAUSSIL-AMBLARD MURIEL; MARTINEZ JEAN; TAILHADES JULIEN; CENTRE NAT RECH SCIENT
摘要:The present invention relates to the synthesis of depsipeptides on solid phase support. Said depsipeptides are then implicated in a solution phase O—N acyl shift enabling to obtain the corresponding peptide alcohols.

专利号:US-2024218014-A1
优先权日:2022-11-21
标 题:Synthesis of a cyclic peptide
发明人:BAUR PIUS BRUNO; CLEATOR EDWARD; DENIAU GILDAS; EISELE FRANK; FLÖGEL OLIVER; HUSTE ANJA; KEHL MARCEL ROMAN; LÖWENECK MARKUS; SILVA ROLANDO RAVELO; VORBERG RAFFAEL
权利人:JANSSEN PHARMACEUTICA NV
摘要:Processes for performing peptide synthesis, particularly for cyclic peptide synthesis are generally described. Reaction intermediates of the peptide synthesis are also described.

专利号:US-6051704-A
优先权日:1996-07-22
标题:Synthesis of macrocyclic tetraamido-N ligands
发明人:GORDON-WYLIE SCOTT W; COLLINS TERRENCE J
权利人:UNIV CARNEGIE MELLON
摘要:New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an α or β amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the α or β amino carboxylic acid, the malonate, and the aryl diamine may all be selectively varied so that the resulting tetraamido macrocycle can be tailored to specific desired end uses. The macrocyclic tetraamide ligand may then be complexed with a metal, such as a transition metal, and preferably the middle and later transition metals, to form a robust chelate complex suitable for catalyzing oxidation reactions.

专利号:EP-1198478-B1
优先权日:2000-07-31
标 题 :Somatostatin analogs and their use for the treatment of cancer
发明人:BURMAN ANAND C; PRASAD SUDHANAND; MUKHERJEE RAMA; JAGGI MANU; SINGH ANU T; MATHUR ARCHNA
权利人:DABUR RES FOUNDATION
摘要:The present invention encompasses novel peptides that are agonists to somatostatin and the use of the agonists for treatment of cancer. The invention particularly relates to the design and synthesis of novel analogs of somatostatin incorporating alpha , alpha -dialkylated amino acids in a site specific manner. The invention encompasses methods for the generation of these peptides, compositions containing the peptides and the pharmacological applications of these peptides especially in the treatment and prevention of cancer.

专利号:US-4111933-A
优先权日:1976-04-30
标题:Protection of functional groups during reaction and their subsequent restoration
发明人:ECKERT HEINER; UGI IVAR; KABBE HANS-JOACHIM
权利人:BAYER AG
摘要:In the process for preparing an organic compound of the formula n n A' -- X n n in which n X is an amino group, a hydroxyl group or a carboxyl group, and n A' is the remainder of the molecule, from an organic compound of the formula n n A -- X n n in which n A is the remainder of the molecule which can undergo reaction to form A', by converting A -- X into a compound of the formula n n A -- Z -- COOR n n in which n Z is --NH--, --O-- or a direct C--C bond, and n R is a radical of the formula ##STR1## IN WHICH Y is a direct C--C single bond, the --CHâ•?CH-- group or an arylene group, n R 1 to R 4 each independently is hydrogen, halogen or an alkyl, aryl, aralkyl, alkoxycarbonyl, alkylaminocarbonyl, arylaminocarbonyl or cycloalkylaminocarbonyl radical, or n R 1 + r 2 and R 3 + R 4 each independently completes a 5- or 6-membered carbocyclic ring, or n R 1 and R 3 conjointly with the grouping --C--Y--C-- forms a carbocyclic ring with 5 or 6 carbon atoms, and Hal is halogen, n Thereby to protect X, then converting A -- Z -- COOR into a compound of the formula n n A' -- Z -- COOR n n and then treating the compound A' -- Z -- COOR to restore the group X, the improvement which comprises effecting the treatment of the compound A' -- Z -- COOR with an alkali metal compound of a complex of monovalent cobalt. The process is applicable particularly to aminocarboxylic acids including intermediates from various stages of the synthesis of penicillins and cephalosporis.
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主要参考文献

[参考文献]: B Jastrzebska, Et Al. Influence Of 1-Aminocyclohexane-1-Carboxylic Acid In Position 2 Or 3 Of Avp And Its Analogues On Their Pharmacological Properties. J Pept Res. 2003 Aug;62(2):70-7.
[参考文献]: B L Shulkin, Et Al. Inhibition Of Neutral Amino Acid Transport Across The Human Blood-Brain Barrier By Phenylalanine. J Neurochem. 1995 Mar;64(3):1252-7.
[参考文献]: Edyta Podstawka, Et Al. Raman And Surface-Enhanced Raman Spectroscopy Investigation Of Vasopressin Analogues Containing 1-Aminocyclohexane-1-Carboxylic Acid Residue. Biopolymers. 2006 Oct 5;83(2):193-203.
[参考文献]: Fernando Formaggio, Et Al. Nitroxyl Peptides As Catalysts Of Enantioselective Oxidations. Chemistry. 2002 Jan 4;8(1):84-93.
[参考文献]: Francisco Rodríguez-Ropero, Et Al. Application Of 1-Aminocyclohexane Carboxylic Acid To Protein Nanostructure Computer Design. J Chem Inf Model. 2008 Feb;48(2):333-43.

合成参考文献


摘要:Biochemical Pharmacology., 5(108), 1960 []
摘要:H. Irving and L.D. Pettit. J. Chem. Soc. 1963, 1546.
摘要:L.E. Munday. J. Chem. Soc. 1961, 4372.
参考文献:10.1034/j.1399-3011.2001.00858.x
摘要:Hammarström LGJ, Gauthier TJ, Hammer RP, McLaughlin ML. Amphipathic control of the 310‐/α‐helix equilibrium in synthetic peptides. The Journal of Peptide Research. 2001 Aug;58(2):108–16. doi: 10.1034/j.1399-3011.2001.00858.x.
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