CAS: 32462-30-9; H-Phg(4-Oh)-Oh

该化合物是一种化学化合物,属于脂肪酸衍生物类别,主要因其作为低脂剂的作用而得到承认,这意味着该化合物被用于降低血液中的脂质水平,其特征是能够抑制碳酸丙基甲酸转移酶I,从而影响脂肪酸新陈代谢和促进脂肪用于能源.氧化物通常在制药领域施用,并研究其在管理与脂质代谢有关的条件方面的效力.该化合物以其有机溶剂中的中等溶性以及水溶性较低而著称,这可能影响其生物利用率和药用动力学.与许多药物一样,安全性特征及其潜在副作用也是其使用中的重要考虑因素.

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合成工艺路线路线简述

    N-Acetyl-(Rs)-2-(4-Hydroxyphenyl)Glycine置于aminoacylase I From Aspergillus Melleus,Tris Buffer体系中,用 水 作为反应溶剂,化学反应 1.0H,反应生成 L-(+)-对羟基苯甘氨酸
    参考文献:氨酰酶i在α-氨基酸酯和酰胺的对映选择性拆分中的应用
    标题:氨酰酶i在α-氨基酸酯和酰胺的对映选择性拆分中的应用
    摘要:来自米曲霉的氨酰基酶i是一种容易获得且便宜的酶,主要用于从其n-乙酰基衍生物工业生产对映纯i-氨基酸,该酶具有高对映选择性,可水解天然和非天然氨基酸的酯和酰胺(对于酯水解,如果酰胺e > 300,则e最高为76).酰胺和酯水解的反应速率是可比的,并且在某些情况下,这些转化的进行速度甚至比"传统"氨酰酶催化的n水解更快.因此,β-乙酰基衍生物为拆分相应的外消旋物提供了新的可能性.这种新颖的方法为光学活性氨基酸及其衍生物的生物催化生产提供了另一种途径.
    DOI:10.1016/j.Tetasy.2004.05.018

    海关参考信息

    专利信息


    专利号:WO-9517903-A1
    优先权日:1993-12-28
    标 题:Modular design and synthesis of oxazolone-derived molecules
    发明人:HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
    权利人:ARQULE PARTNERS L P; HOGAN JOSEPH C JR; CASEBIER DAVID; FURTH PAUL; TU CHENG
    摘要:The design and synthesis of novel oxazolone-derived molecular modules and the use of the modules in the construction of new molecules and fabricated materials is disclosed. The new molecules and fabricated materials are molecular recognition agents useful in the design and synthesis of drugs, and have applications in separations and materials science.

    专利号:US-5041637-A
    优先权日:1988-07-12
    标题:Process for the synthesis of optically active aminoacids
    发明人:CANNATA VINCENZO; TAMERLANI GIANCARLO; CALZOLARI CLAUDIO
    权利人:PRESIDENZA DEL CONSIGLIO DEL M
    摘要:New process for the synthesis of optically active aminoacids of formula ##STR1## by treating compounds of formula ##STR2## which an optically active alcohol of formula n n R.sub.4 --OH (III) n n n d or 1 n n To obtain a pair of diastereoiosmer esters of formula ##STR3## which is resolved in basic medium into the single diastereoisomer esters of formula ##STR4## from which the desired optically active aminoacid of formula (I) is obtained by treatment in acid medium.

    专利号:US-8703996-B2
    优先权日:2010-03-09
    标题:Short synthesis of tolterodin, intermediates and metabolites
    发明人:STERK DAMJAN
    权利人:STERK DAMJAN; LEK PHARMACEUTICALS
    摘要:A process is described for the preparation of intermediates which can be used for preparation of agents for urinary incontinence therapy, specifically to 2-(3-(diisopropylamino)-1-phenylpropyl)-4-(hydroxymethyl)phenol and its prodrugs.

    专利号:WO-2017214534-A1
    优先权日:2016-06-10
    标 题:Synthesis of the arylomycin macrocyclic core
    发明人:ROMESBERG FLOYD E; BARAN PHIL; PETERS DAVID
    权利人:SCRIPPS RESEARCH INST
    摘要:The invention provides a copper-mediated process for making compounds according to Formula (I): that are the macrocyclic scaffolds of the arylomycin class of biologically active compounds, where R 1 , R 2 , R 3 , R A1 , R A2 , R A3 , B, G 1 , G 2 , PG, n2, and n3 are defined in the specification.

    专利号:WO-9856944-A1
    优先权日:1997-06-10
    标 题 :APPLICATION OF REDUCING SULPHUR COMPOUNDS DURING ENZYMATIC PREPARATION OF β-LACTAM COMPOUNDS
    发明人:WILMS JOHANNES; DE VROOM ERIK
    权利人:GIST BROCADES BV; WILMS JOHANNES; VROOM ERIK DE
    摘要:Disclosed is a method to improve the quality of enzymatic hydrolysis or synthesis of the substituted β-lactam compounds with respect to enzyme productivity, product quality and process streamlining (prevention of the formation deposits) by the addition of reducing sulphur compounds, such as sodium sulphite or sodium metabisulphite.

    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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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Wang CH, Wang SS, Ko WJ, Chen YS, Chang CY, Chang RW, Chang KC. Acetyl-l-carnitine and oxfenicine on cardiac pumping mechanics in streptozotocin-induced diabetes in male Wistar rats. PLoS One. 2013 Jul 26;8(7):e69977. doi: 10.1371/journal.pone.0069977. Print 2013.
    2: Chang KC, Tseng CD, Lu SC, Liang JT, Wu MS, Tsai MS, Hsu KL. Effects of acetyl-L-carnitine and oxfenicine on aorta stiffness in diabetic rats. Eur J Clin Invest. 2010 Nov;40(11):1002-10. doi: 10.1111/j.1365-2362.2010.02358.x.
    6: Korb H, Hoeft A, Hunneman DH, Schraeder R, Wolpers HG, Wober W, Hellige G. Changes in myocardial substrate utilisation and protection of ischemic stressed myocardium by oxfenicine [(S)-4-hydroxyphenylglycine]. Naunyn Schmiedebergs Arch Pharmacol. 1984 Aug;327(1):70-4.

    合成参考文献


    摘要:Faber, K.; Glueck, S. M., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 443.
    摘要:Hall, M.; Faber, K.; Tasnádi, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 307.
    参考文献:10.1002/bit.10242
    摘要:Diender MB, Straathof AJ, van der Does T, Ras C, Heijnen JJ. Equilibrium modeling of extractive enzymatic hydrolysis of penicillin G with concomitant 6-aminopenicillanic acid crystallization. Biotechnol Bioeng. 2002 May 20;78(4):395–402. doi: 10.1002/bit.10242.
    参考文献:10.1038/s41557-018-0020-0
    摘要:Clark JR, Feng K, Sookezian A, White MC. Manganese-catalysed benzylic C(sp3)–H amination for late-stage functionalization. Nature Chemistry. 2018 Apr 30;10(6):583–91. doi: 10.1038/s41557-018-0020-0.
    参考文献:10.1021/bi035762w
    摘要:Gunsior M, Ravel J, Challis GL, Townsend CA. Engineering p-hydroxyphenylpyruvate dioxygenase to a p-hydroxymandelate synthase and evidence for the proposed benzene oxide intermediate in homogentisate formation. Biochemistry. 2004 Jan 27;43(3):663–74. doi: 10.1021/bi035762w.
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