CAS: 1956-23-6; 2-Amino-3-(1-Benzothiophen-3-yl)Propanoic Acid

该化合物是一种氨酸衍生物,其特征是配有亚氨酸结构的甲型碳,该化合物的特征是二乙基环,这是一个五人组成的热循环芳香化合物,含有硫磺,有助于其独特的化学特性;氨基酸(-NH2)和氨基酸(-COOH)的典型氨基酸(-COOH)组的存在,允许其参与各种生物化学反应,包括蛋白合成;苯并[b]thienyonymity的芳香性质可影响该化合物的溶性,稳定性和与生物系统的互动;此外,该化合物由于其结构特征,可能具有有趣的药理学特性,因此对医药化学和药物设计具有兴趣;其合成和特性涉及标准的有机化学技术,可用于与氨基酸类及其生物影响有关的研究.

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thienyl-3>-(2-carbethoxy-2-formamido)-propionsaeureethylester3-thienyl-3-(2-carbethoxy-2-formamido)-propionsaeureethylester benzothiophene-3-ylpropionic acidα-acetamido-β-1benzothiophene-3-ylpropionic acid 2-acetylamino-2-benzo[b]thiophen-3-yl-methyl-malonic acid thiophene3-chloromethylbenzothiophene thienyl-3>-2-amino-propionsaeureethylester-hydr°Chlorid3-thienyl-3-2-amino-propionsaeureethylester-hydr°Chlorid thiophene-3-acrylic acidbenzothiophene-3-acrylic acid benzothiophene-3-ylpropionic acid(R)-2-amino-3-1benzothiophene-3-ylpropionic acid 2-Benzoyl-1,2,3,4-tetrahydro-benzo[4,5]thieno[2,3-c]pyridine-3-carboxylic acid ethyl ester polytetrafluoroethylene 2-chloro-1,1,2,2-tetrafluoroethane polytetrafluoroethylene tetramethyl ethane-1,1,2,2-tetracarboxylate 3-Difluoromethyl-2,4-bis-methoxycarbonyl-pent-2-enedioic acid dimethyl ester

合成工艺路线路线简述

  • 合成目标产物 3-(3-Benzo(B)Thienyl)Alanine 主要起始原料 2-Acetamido-3-(Benzo[b]Thiophen-3-yl)Propanoic Acid
  • (文献来源)合成步骤主要原料 2-Acetamido-3-(Benzo[b]Thiophen-3-yl)Propanoic Acid
📜2-乙酰氨基-2-(1-苯并噻吩-3-基甲基)丙二酸置于盐酸体系中,用 对二甲苯 用作溶剂,化学反应 6.0H,反应生成Dl-硫代色氨酸; 苯并[b]噻吩-3-丙氨酸
参考文献:杂芳基丙烯酸酯和丙氨酸与欧芹中的苯丙氨酸氨裂解酶的相互作用.
标题:杂芳基丙烯酸酯和丙氨酸与欧芹中的苯丙氨酸氨裂解酶的相互作用.
摘要:合成了在β位置被杂芳基取代的丙烯酸和丙氨酸,并进行了光谱表征(uv,Hrms,(1)h NMR和(13)c NMR光谱).杂芳基基团是呋喃基,噻吩基,苯并呋喃基和苯并噻吩基,并且在2-或3-位含有丙酰基侧链.前者是苯丙氨酸解氨酶(pal)的非常好底物,而后者是抑制剂.例外的是噻吩-3-基丙氨酸(一种中等的底物)和呋喃-3-基丙氨酸(惰性).讨论了这些例外的可能原因.从外消旋杂芳基-2-丙氨酸开始,它们的d-对映异构体通过立体破坏方法制备.由杂芳基-2-丙烯酸酯以高氨浓度制备杂芳基-2-丙氨酸的l-对映异构体.
Doi:10.1002/chem.200501034

海关参考信息

专利信息


专利号:US-2021130409-A1
优先权日:2017-09-01
标 题 :Method for the Solid-Phase Synthesis of Cyclic Pentapeptides
发明人:ZHENGGUO JIANG; LUCIANO FORNI; ROBERTSON ALAN
权利人:Alsonex Pty Ltd
摘要:A method for the synthesis of a cyclic ornithine-proline-D-cyclohexylalanine-tryptophan-arginine pentapeptide of Formula A; n n n n n n n n n n n n wherein R 1 and R 2 are, independently, —H, or —C(O)R 3 where R 3 is —CH 2 Ph, —CH 2 CH 2 Ph, —CHâ•?CHPh, —C(NHAC)CH 2 Ph;n nthe method comprising the steps of;n nforming a linear proline-D-cyclohexylalanine-tryptophan-arginine-ornithine pentapeptide of Formula B, attached to a polymeric resin;n n n n n n n n n n n n n n n n n wherein R 1 is as for Formula A, RES indicates the polymeric resin, and P 1 and P 2 are protecting groups;n ncyclising the linear pentapeptide of Formula B to form a cyclic pentapeptide of Formula C, attached to the polymeric resin;n n n n n n n n n n n n n n n cleaving the cyclic peptide of Formula C from the resin providing a cleaved cyclic pentapeptide having a free amine group of an ornithine residue;n noptionally substituting the free amine group of the ornithine residue of the cleaved cyclic peptide;n nremoving the protecting groups P 1 and P 2 , to providethe cyclic peptide of Formula A.

专利号:US-10087221-B2
优先权日:2013-03-21
标题 :Synthesis of hydantoin containing peptide products
发明人:HENKEL BERND
权利人:SANOFI AVENTIS DEUTSCHLAND
摘要:The present invention relates to a method of synthesizing a peptide product comprising at least one hydantoin group. The peptide product may be used as a reference material for the quality control of pharmaceutical peptides, particularly for the quality control of exendin peptides. Further, the invention relates to hydantoin building blocks, a method for manufacturing such building blocks and their use for the synthesis of peptide products.

专利号:US-2015148524-A1
优先权日:2012-07-06
标题:Amino acid analogues and methods for their synthesis
发明人:WANG ZHEN; ROBINSON ANDREA; SPICCIA NICOLAS DANIEL; JACKSON WILLIAM ROY
权利人:UNIV MONASH
摘要:A method for the synthesis of an amino acid analogue or a salt, solvate, derivative, isomer or tautomer thereof comprising the steps of: (i) subjecting an amino acid containing a metathesisable group to metathesis with a compound containing a complementary metathesisable group of formula (I) or (II): (Formulae (I), (II)) wherein R 1 and R 2 are independently selected from H and substituted or unsubstituted C 1 to C 4 alkyl; each R 3 is either absent or independently selected from a heteroatom, a substituted or unsubstituted C 1 to C 20 alkyl, and a substituted or unsubstituted C 1 to C 20 alkyl group interrupted by one or more heteroatoms; and each X is independently selected from H and an effector molecule; in the presence of a reagent to catalyse the metathesis to form a dicarba bridge between the amino acid containing a metathesisable group and the compound containing a complementary metathesisable group; and (ii) reducing the dicarba bridge to form a saturated dicarba bridge, wherein the reagent used to catalyse step (i) also catalyses step (ii).

专利号:WO-2008098280-A1
优先权日:2007-02-16
标题:Methods for the synthesis of dicarba bridges in growth hormone peptides
发明人:ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
权利人:POLYCHIP PHARMACEUTICALS PTY; UNIV MONASH; ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA
摘要:The invention relates to peptides comprising the carboxy terminal sequence of a growth hormone or an analogue of such a peptide in which the disulfide bridge is replaced by a dicarba bridge. Compositions containing such dicarba bridged peptides and method of treating obesity in an animal such as a human comprising administration of such dicarba bridged peptides are also disclosed.

专利号:US-2023037284-A9
优先权日:2018-11-30
标题:Combination therapy of peptidomimetic macrocycles
发明人:GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:US-9574189-B2
优先权日:2005-12-01
标题:Enzymatic encoding methods for efficient synthesis of large libraries
发明人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK
权利人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK; NUEVOLUTION AS
摘要:Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

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合成参考文献


参考文献:10.1371/journal.pone.0019823
摘要:Opitz CA, Litzenburger UM, Opitz U, Sahm F, Ochs K, Lutz C, Wick W, Platten M. The Indoleamine-2,3-Dioxygenase (IDO) Inhibitor 1-Methyl-D-tryptophan Upregulates IDO1 in Human Cancer Cells. PLoS ONE. 2011 May 20;6(5):e19823. doi: 10.1371/journal.pone.0019823.
参考文献:10.1007/s004240100633
摘要:Kudo Y, Boyd C. The physiology of immune evasion during pregnancy; the critical role of placental tryptophan metabolism and transport. Pflügers Archiv - European Journal of Physiology. 2001 Aug;442(5):639–41. doi: 10.1007/s004240100633.
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