CAS: 68858-21-9; 4-(Hydroxymethyl)Phenoxyacetic Acid

该化合物是一种多用途芳香化合物,具有氢氧基甲基和箱酸酸功能组,使其成为有机合成和制药应用中有价值的中间体,其双功能结构允许有选择地进行修改,使其能够用于制作复杂的分子,包括药物聚合物和聚合物前体.该化合物在极溶剂中表现出良好的溶解性,有助于将其纳入水溶或有机反应系统.该化合物在温和条件下保持稳定,与共同保护群体战略相容,进一步提高其在多步骤合成途径中的实用性.反应场所的存在也使其适合于材料科学应用中的交叉连接或功能化.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

4-chloromethylphenoxyacetic acid 2-phenoxyacetic acid sodium hydrogencarbonate 4-bromomethylphenoxyacetic acid 4-hydroxymethylphenoxyacetic acid pentafluorophenyl ester p-hydroxymethylphenoxyacetic acid 2,4,5-trichlorophenyl ester 4-hydroxymethylphenoxyacetyl-ODhbt acetatephenylcarbonylmethyl 4-(hydroxymethyl)phenoxyacetate

合成工艺路线路线简述

    4-氯甲基苯氧基乙酸置于碳酸氢钠体系中,用 水 作为反应溶剂,以53%的收率获得产物4-(羟基甲基)苯氧基乙酸
    参考文献:肽合成.部分2.程序用于使用固相合成ñ α聚酰胺支撑-Fluorenylmethoxycarbonylamino酸.p物质和酰基载体蛋白65-74十肽的合成
    标题:肽合成.部分2.程序用于使用固相合成ñ α聚酰胺支撑-Fluorenylmethoxycarbonylamino酸.p物质和酰基载体蛋白65-74十肽的合成
    摘要:使用的碱不稳定的ñ α与酸不稳定的叔丁基或组合-9-Fluorenylmethoxycarbonylamino酸p-Alkoxybenzyl侧链或羧基末端(树脂连接)的保护基团能够使固相肽合成来进行在异常温和的反应条件下.避免了常规合成中需要的反复和剧烈的酸性处理.使用聚酰胺载体上保护基团的这种新组合,描述了十肽和十一肽酰胺(物质p)的高产率合成.
    DOI:10.1039/p19810000538

    海关参考信息

    专利信息


    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:WO-2024151344-A9
    优先权日:2022-11-18
    标题:A device that enables the combinatorial synthesis of small molecule libraries
    发明人:COPELAND Gregory; LIU JANE
    权利人:BRT BIOTECHNOLOGIES INC
    摘要:A device for the synthesis of small molecules on a substrate is provided. The device includes a synthesis plate with vias, and a microfluidic patterning plate with a series ot open-faced channels that can be aligned with the vias on the synthesis plate. The device may be used to synthesize combinatorial libraries of small molecules.

    专利号:US-5545568-A
    优先权日:1992-09-14
    标题:Solid phase and combinatorial synthesis of compounds on a solid support
    发明人:ELLMAN JONATHAN A
    权利人:UNIV CALIFORNIA
    摘要:Methods, compositions, and devices for synthesizing combinatorial libraries of various useful compounds, such as benzodiazepines, prostaglandins, β-turn mimetics and glycerol-derived drugs is described. In order to expediently synthesize such combinatorial libraries of derivatives based upon these core structures, a general methodology for the solid phase synthesis of these derivatives is also provided. This disclosure thus also describes an important extension of solid phase synthesis methods to nonpolymeric organic compounds.

    专利号:US-5219988-A
    优先权日:1989-02-22
    标 题 :Gem-diamino derivatives and their use in the synthesis of retro-inverso peptides
    发明人:GAZERRO LAURA; PINORI MASSIMO; VERDINI ANTONIO S
    权利人:ENIRICERCHE SPA; SCLAVO SPA
    摘要:This invention relates to new gem-diamino derivatives of general formula (I) ##STR1## where R is the side chain of an amino acid, of which any functional groups are suitably protected, and n X is an acyl group chosen from the group consisting of 2-nitrobenzoyl, 4-chloro-butyryl, acetoacetyl, 4-bromo-butyryl, (2-nitrophenoxy)-acetyl and 2-methyl-2-(2'-nitro-phenoxy)propionyl, of use in introducing gem-diamino residues into retro-inverso peptides. The invention further relates to a method for the synthesis of retro-inverso peptides in which the gem-diamino residue or residues are introduced using the new compound (I).

    专利号:US-11186608-B2
    优先权日:2017-12-21
    标 题 :Solid phase synthesis of acylated peptides
    发明人:SCHOENLEBER RALPH O; LOIDL GUENTHER
    权利人:BACHEM HOLDING AG
    摘要:The present invention relates to methods and compounds for the solid phase synthesis of peptides carrying a substituent at an amino group of an amino acid side chain.

    专利号:US-5565606-A
    优先权日:1986-10-21
    标 题:Synthesis of peptide aminoalkylamides and peptide hydrazides by the solid-phase method
    发明人:BREIPHOL GERHARD; KNOLLE JOCHEN
    权利人:HOECHST AG
    摘要:The invention relates to compounds of the formula I in which A denotes hydrogen or an amino protective group, B denotes one or more amino acids, X denotes alkylene or aralkylene, Y1, Y2, Y3 and Y4 are identical or different and denote hydrogen, methyl, methoxy or nitro, V denotes hydrogen or a carboxyl protective group, W denotes -[CH2]n- or -O-[CH2]n-, m denotes 0 or 1, n denotes 0 to 6, and p denotes 0 to 5, to a process for their preparation. The compounds of formula I are useful as linkage agents or anchor groups in the solid-phase synthesis of peptide aminoalkylamides and peptide hydrazides.
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    主要参考文献

    [参考文献]: R C Sheppard, Et Al. Acid-Labile Resin Linkage Agents For Use In Solid Phase Peptide Synthesis. Int J Pept Protein Res. 1982 Nov;20(5):451-4.

    合成参考文献


    参考文献:10.1007/978-94-010-9060-5_43
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