CAS: 170080-13-4; (R)-3-([1,1'-Biphenyl]-4-yl)-2-Aminopropanoic Acid

该化合物是一种非天然氨基酸衍生物,具有双联苯细胞特征,强化其结构僵硬性和芳香性,该化合物在浸泡合成和药用化学方面特别宝贵,其独特的结合有助于改善目标相互作用的结合性和稳定性.D组组合可阻抗酶降解,使其适合需要长期生物活动的应用.它的双联组可促进堆叠相互作用,这对药物设计中的分子识别至关重要.该化合物通常用于开发乳胶,酶抑制剂和生物活性探针,为研究人员提供先进的生物化学研究的多功能建筑块.

结构式图片

相似化合物

147923-08-8 199110-64-0 205526-38-1

上下游产品

p-phenylbenzyl bromide 4-bromo-benzaldehyde phenylboronic acid 4-Phenylbenzaldehyde(S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid (2E)-3-(1,1'-biphenyl-4-yl)acrylic acid methyl 3-([1,1'-biphenyl]-4-yl)-2-aminopropanoate methyl (S)-2-amino-3-(biphenyl-4-yl)propanoate

合成工艺路线路线简述

  • 63024-50-0 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 7 H,Reflux2.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C2.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633]

    3218-36-8 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol; Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2 - 3,Rt2.1 Reagents: N-Bromosuccinimide,Triphenylphosphine Solvents: Dichloromethane; 30 Min,Rt3.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 30 Min,Rt3.2 Solvents: Dimethylformamide; 0 °C; 3 H,Rt; 4 H,60 °C4.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux4.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C4.3 Solvents: Toluene; 16 - 24 H,Reflux5.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 7 H,Reflux6.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C6.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633]

    76985-08-5 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C1.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633]

    63024-21-5 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C1.3 Solvents: Toluene; 16 - 24 H,Reflux2.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 7 H,Reflux3.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C3.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633]

    2567-29-5 + 1068-90-2 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 30 Min,Rt1.2 Solvents: Dimethylformamide; 0 °C; 3 H,Rt; 4 H,60 °C2.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C2.3 Solvents: Toluene; 16 - 24 H,Reflux3.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 7 H,Reflux4.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C4.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633]

    3597-91-9 = 170080-13-4 + 88241-65-0
    反应条件:1.1 Reagents: N-Bromosuccinimide,Triphenylphosphine Solvents: Dichloromethane; 30 Min,Rt2.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 30 Min,Rt2.2 Solvents: Dimethylformamide; 0 °C; 3 H,Rt; 4 H,60 °C3.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux3.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C3.3 Solvents: Toluene; 16 - 24 H,Reflux4.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 7 H,Reflux5.1 Catalysts: β-Cyclodextrin,Phenylalanine Ammonia-Lyase Solvents: Water; 40 H,Ph 8.8,30 °C5.2 Solvents: Methanol; 30 °C
    标题:Tailored Mutants Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum For The Synthesis Of Bulky L- And D-Arylalanines
    作者:Filip,Alina; Et Al
    参考文献:Chemcatchem 日期:2018 卷标:10(12) 页码:2627-2633
(Z)-4-([1,1'-Biphenyl]-4-Ylmethylene)-2-Methyloxazol-5(4H)-One置于盐酸,(-)-1,2-Bis-[(2R,5R)-2,5-Diethylphospholano]Benzene(Cyclooctadiene)Rhodium(I) Tetrafluoroborate,氢气体系中,用 乙醇,水 用作溶剂,75.0~85.0 °C,3.0 Mpa 条件下,反应生成D-4,4'-联苯丙氨酸
参考文献:一种(R)-2-(N-叔丁氧羰基氨基)联苯丙醇的制备方法
标题:一种(R)-2-(N-叔丁氧羰基氨基)联苯丙醇的制备方法
摘要:本发明公开了一种式(I)所示(R)-2-(N-叔丁氧羰基氨基)联苯丙醇的制备方法.包括如下步骤:首先联苯甲醛与n-酰基甘氨酸进行erlenmeyer-Plochl环合反应,再水解或醇解,不对称氢化得到(R)-N-酰基联苯丙氨酸或酯;(R)-N-酰基联苯丙氨酸或酯经过酸水解,还原,氨基保护或者先还原,再酸水解,氨基保护或者直接还原得到产物(R)-2-(N-叔丁氧羰基氨基)联苯丙醇.该产物为新型降压药物lcz696组分之一的sacubitril(Ahu-377)的关键中间体.该工艺原料易得,适合工业化生产.

海关参考信息

专利信息


专利号:US-9139515-B2
优先权日:2011-08-19
标 题:Synthesis of R-biphenylalaninol
发明人:HERMSEN PETRUS JOHANNES; ERMANN PETER HANS; RIEBEL PETER HANS; WOLBERG MICHAEL; DE VRIES ANDREAS HENDRIKUS MARIA
权利人:HERMSEN PETRUS JOHANNES; ERMANN PETER HANS; RIEBEL PETER HANS; WOLBERG MICHAEL; DE VRIES ANDREAS HENDRIKUS MARIA; DPX HOLDINGS BV
摘要:This invention relates to a novel process for the synthesis of R-biphenylalaninol and to intermediate compounds that are formed in the process according to the invention, i.e. novel intermediates useful in the synthesis of R-biphenylalaninol. The invention also relates to R-biphenylalaninol, The process according to the invention, the intermediates to of R-biphenylalaninol and of R-biphenylalaninol are all useful in the synthesis of pharmaceutically active compounds.

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).

专利号:US-11702652-B2
优先权日:2005-12-01
标题:Enzymatic encoding methods for efficient synthesis of large libraries

专利号:US-2009264300-A1
优先权日:2005-12-01
标题 :Enzymatic encoding methods for efficient synthesis of large libraries

专利号:US-2020216836-A1
优先权日:2005-12-01
标题 :Enzymatic encoding methods for efficient synthesis of large libraries

专利号:EP-1957644-B1
优先权日:2005-12-01
标 题 :Enzymatic encoding methods for efficient synthesis of large libraries
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参考文献:10.1007/s11274-021-03177-1
摘要:Zhu HQ, Tang XL, Zheng RC, Zheng YG. Recent advancements in enzyme engineering via site-specific incorporation of unnatural amino acids. World J Microbiol Biotechnol. 2021 Nov 06;37(12):213. doi: 10.1007/s11274-021-03177-1.
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