CAS: 949-67-7; Ethyl L-Tyrosinate

该化合物是氨酸L-tyrosine的酯衍生物,其特点是白到白晶粉,溶于乙醇和甲醇等有机溶剂,但水溶性有限,该化合物经常用于生物化学研究,并用作各种药物和营养素合成的前体.L-Tyrosine 乙酯在提高L-tyrosine生物利用率方面的作用是众所周知的,它对合成多巴胺,新肾上腺素和肾上腺素等...

英文名称Ethyl L-Tyrosinate
中文名称L-酪氨酸乙酯
IUPAC名称ethyl L-tyrosinate
其它别名L-Tyrosine ethyl ester
CAS编号949-67-7
MFCD编号:MFCD00063046
EINECS号:213-442-6
FDA UNII编号:17RPW76A9G
分子式:C11H15NO3
分子量:209.2411
产品CID: 2002138
同类组份化合物CAS949-67-7 (free base)4089-07-0 (HCl)
产品分类生物化工 → 氨基酸及其衍生物 → 酪氨酸类衍生物

相似结构搜索
InChIKey: SBBWEQLNKVHYCX-JTQLQIEISA-N
InChI=1S/C11H15NO3/c1-2-15-11(14)10(12)7-8-3-5-9(13)6-4-8/h3-6,10,13H,2,7,12H2,1H3/t10-/m0/s1…
计算化学: 氢键受体数4.0氢键供体数2.0可旋转键数5.0

物理性质

熔点103 °C
沸点343.3±27.0 °C at 760 mmHg
闪点161.4±23.7 °C
密度1.2±0.1 g/cm3
pKa:pKa 7.05±0.02(H2O t=25.0±0.1 I=0.1(NaCl) N2atmosphere) (Uncertain);9.71±0.02(H2O t=25.0±0.1 I=0.1(NaCl) N2atmosphere) (Uncertain)
PSA:72.55
LogP:1.06
折射率1.553
蒸汽压0.0±0.8 mmHg at 25°C
溶解性Almost Transparency In Methanol
敏感性常温常压下稳定，避免氧化物接触
外观形态白色至淡黄色固体
储存条件−20°C
产品应用硫酸乙酯盐化物被用作医疗和有机中间体以及重要的氨基保护剂.

MSDS等安全信息

GHS符号GHS05,GHS07,GHS09
警示词Danger
危险描述H302-H314-H410
防范说明P264-P270-P301+P312-P280-P330-P501-P303+P361+P353-P304+P340-P310-P305+P351+P338-P273-P391
UN编号NONH for all modes of transport
安全声明24/25
WGK Germany3

上下游产品

合成工艺路线路线简述

合成目标产物 Ethyl L-Tyrosinate 主要起始原料 L-Tyrosine
60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethanol; 0 °C; 1 H,0 °C; 24 H,Rt1.2 Reagents: Ammonia Solvents: Diethyl Ether,Water; 2 H,Neutralized,Rt
标题:Characterization And Cytotoxicity Evaluation Of Biocompatible Amino Acid Esters Used To Convert Salicylic Acid Into Ionic Liquids
作者:Moshikur,Rahman Md.; Chowdhury,Raihan Md.; Wakabayashi,Rie; Tahara,Yoshiro; Moniruzzaman,Muhammad; Et Al
参考文献:International Journal Of Pharmaceutics (Amsterdam 日期:2018 卷标:546(1-2) 页码:31-38]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Chlorotrimethylsilane Solvents: Ethanol; Rt; 4 H,Reflux
标题:Ultrasound-Assisted Synthesis,Antifungal Activity Against Fusarium Oxysporum,And Three-Dimensional Quantitative Structure-Activity Relationship Of N,S-Dialkyl Dithiocarbamates Derived From 2-Amino Acids
作者:Quiroga,Diego; Becerra,Lili Dahiana; Coy-Barrera,Ericsson
参考文献:Acs Omega 日期:2019 卷标:4(9) 页码:13710-13720]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride; 30 Min,0 °C; 30 Min; 20 Min; 10 Min; 2 D; 2 H,Reflux1.2 Reagents: Ammonia Solvents: Water; Ph 8
标题:One-Pot Synthesis Of S-(-)-(1,1'-Binaphthalene)-2,2'-Diol Catalyzed By Cu(Ii)-Tyrosine Ethyl Ester Complexes
作者:Ma,Peng-Gao; Zhang,Ming-Jie; Yang,Qi-Chao
参考文献:Youji Huaxue 日期:2003 卷标:23(12) 页码:1422-1424]

4089-07-0 = 949-67-7
反应条件:1.1 Reagents: Sodium Bicarbonate Solvents: Water; Rt; 4 H,Rt
标题:A Cancer-Targetable Copolymer Containing Tyrosine Segments For Labeling Radioactive Halogens
作者:Qi,Yu; Li,Na-Jun; Xu,Qing-Feng; Xia,Xue-Wei; Ge,Jian-Feng; Et Al
参考文献:Reactive & Functional Polymers 日期:2011 卷标:71(4) 页码:390-394]

72594-77-5 = 949-67-7
反应条件:1.1 Reagents: Oxygen Catalysts: N,N′-Di-Tert-Butylethylenediamine,Tetrakis(Acetonitrile)Copper(1+) Hexafluorophosphate Solvents: Dichloromethane; 4 H,1 Atm,20 - 23 °C1.2 Reagents: Disodium Sulfide Solvents: Water; 20 - 23 °C1.3 Reagents: Sulfuric Acid Solvents: Dichloromethane,Water; 20 - 23 °C; 1 H,20 - 23 °C1.4 Reagents: Trisodium Phosphate,Oxygen Solvents: Water; 10 Min,Neutralized,20 - 23 °C
标题:A Bioinspired Synthesis Of Polyfunctional Indoles
作者:Huang,Zheng; Kwon,Ohhyeon; Huang,Haiyan; Fadli,Aziz; Marat,Xavier; Et Al
参考文献:Angewandte Chemie 日期:2018 卷标:57(37) 页码:11963-11967]

3081-24-1 = 949-67-7
反应条件:1.1 Reagents: Iodine Solvents: Water; Ph 7; 6 Min,Rt1.2 30 Min,7 Atm,Rt
标题:Biodistribution Of 125I-Labeled Polymeric Vaccine Carriers After Subcutaneous Injection
作者:Toita,Riki; Kanai,Yasukazu; Watabe,Hiroshi; Nakao,Kenshi; Yamamoto,Seiichi; Et Al
参考文献:Bioorganic & Medicinal Chemistry 日期:2013 卷标:21(17) 页码:5310-5315]

60-18-4 = 949-67-7
反应条件:1.1 Catalysts: Sulfuric Acid Solvents: Ethanol; Rt; 24 H,60 °C1.2 Reagents: Sodium Carbonate Solvents: Water; Neutralized
标题:Inhibition Of Acetylcholinesterase By Coumarin-Linked Amino Acids Synthesized Via Triazole Associated With Molecule Partition Coefficient
作者:De Sousa,Bianca L.; Leite,Joao P. V.; Mendes,Tiago A. O.; Varejao,Eduardo V. V.; Chaves,Anna C. S.; Et Al
参考文献:Journal Of The Brazilian Chemical Society 日期:2021 卷标:32(3) 页码:652-664]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride; -5 °C; Overnight,Rt1.2 Reagents: Potassium Carbonate Solvents: Water; Ph 8 - 9
标题:Synthesis Of Tirofiban Hydrochloride
作者:Ye,Jia-Lin; Li,Hong-Ming; Cao,Sheng-Hua; Ding,Xiao-Dong
参考文献:Huaxue Yanjiu Yu Yingyong 日期:2012 卷标:24(5) 页码:821-824]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride; Rt -> -10 °C; -10 - -5 °C; 2 H,20 °C; 2 H,70 - 80 °C1.2 Reagents: Ammonium Hydroxide Solvents: Water; 80 °C -> 0 °C; Ph 8.5 - 9,0 °C
标题:Preparation Of D-Tyrosine By Forming Tartaric Acid Dityrosine Ester Diastereomeric Salt
作者:Peng,Yang-Feng; He,Quan; Wang,Jia-Rong; Gao,Hao-Qi; Chai,Shui-Hong; Et Al
参考文献:Youji Huaxue 日期:2006 卷标:26(1) 页码:69-76]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethanol; 0 °C; 60 Min,0 °C; 0 °C -> Rt; Overnight,Rt -> Reflux
标题:Design,Synthesis,And Biological Evaluation Of New Peripheral 5Ht2A Antagonists For Nonalcoholic Fatty Liver Disease
作者:Kim,Minhee; Hwang,Inseon; Pagire,Haushabhau S.; Pagire,Suvarna H.; Choi,Wonsuk; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2020 卷标:63(8) 页码:4171-4182]

60-18-4 = 949-67-7
反应条件:1.1 Catalysts: Amberlyst 15 Solvents: Ethanol
标题:A Mild And Convenient Procedure For The Esterification Of Amino Acids
作者:Anand,Ramesh C.; Vimal
参考文献:Synthetic Communications 日期:1998 卷标:28(11) 页码:1963-1965]

60-18-4 = 949-67-7
反应条件:1.1 Catalysts: Chlorotrimethylsilane; Rt; 36 H,Rt
标题:Reaction Tracking And High-Throughput Screening Of Active Compounds In Combinatorial Chemistry By Tandem Mass Spectrometry Molecular Networking
作者:Chung,Hsin-Hsiang; Kao,Chih-Yao; Wang,Tsung-Shing Andrew; Chu,John; Pei,Jiying; Et Al
参考文献:Analytical Chemistry (Washington 日期:2021 卷标:93(4) 页码:2456-2463]

60-18-4 = 949-67-7
反应条件:1.1 Reagents: Thionyl Chloride
标题:Stereospecific Synthesis Of 3,4-Dihydro-2H-Naphtho-1,4-Oxazin-2-Ones By Unification Of Benzoxazepine-4-Carboxylates With Chiral Amino Acid Ethyl Esters
作者:Kasagani,Veera Prasad; Kurma,Siva Hariprasad; Bhimapaka,China Raju
参考文献:Journal Of Organic Chemistry 日期:2020 卷标:85(5) 页码:2976-2983]

60-18-4 = 949-67-7 [标题:Reaction Conditions
标题:Protides Of Bvdu As Potential Anticancer Agents Upon Efficient Intracellular Delivery Of Their Activated Metabolites
作者:Kandil,Sahar; Balzarini,Jan; Rat,Stephanie; Brancale,Andrea; Westwell,Andrew D.; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2016 卷标:26(23) 页码:5618-5623

Dl-酪氨酸置于盐酸,L-酒石酸体系中,化学反应生成 L-酪氨酸乙酯
参考文献:Losse,Journal Fur Praktische Chemie (Leipzig 1954),1958,Vol. <4> 7,P. 141,145,146
标题:Losse,Journal Fur Praktische Chemie (Leipzig 1954),1958,Vol. <4> 7,P. 141,145,146

海关参考信息

2902600000-乙苯
2905121000-正丙醇
2909110000-乙醚
2912110000-甲醛
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-5801047-A
优先权日:1992-11-25
标题:Method for making stable extracellular tyrosinase and synthesis of polyphenolic polymers therefrom
发明人：DELLA-CIOPPA GUY RICHARD; GARGER JR STEPHEN JOHN; HOLTZ RICHARD BARRY; MCCULLOCH MICHAEL JAY; SVERLOW GENADIE GLEB
权利人:BIOSOURCE TECH INC
摘要:A process for the in vitro production of chemically modified polyphenolic polymer (PPP). First, stable, highly active extracellular tyrosinase is produced from genetically transformed microorganism such as Streptomyces antibioticus. The tyrosinase is then incubated with a reaction substrate such as 1-tyrosine, hydrolyzed protein, or an oligopeptide in combination with 1-tyrosine. The ratio of the oligopeptide/tyrosine combination as well as variation in the concentration of tyrosinase can be used to modify the color, the molecular size, and the spectral absorbance properties of the PPP produced. Alternatively, or additionally, oxidants such as hydrogen peroxide or hypochlorite can be used to modify the color of the PPP, regardless of the method used to produce the PPP, and the PPP can subsequently be fractionated using molecular weight cut-off ultrafiltration. Organic solvents can also be used in the method of making PPP to produce PPPs having variable but reproducible physical properties.

专利号:US-7282606-B2
优先权日:2005-07-13
标题:Process for preparation of tamsulosin and its aralkylamine derivatives
发明人：JIH RU HWU; TSAY SHWU CHEN; MAGENDRAN BALAACHARY; CHAKRABORTY SUBHASISH K; DAS ASISH R; SHEU KUEN WANG; SHU CHUN MEI; LU CHIN KUN; CHANG WEI MIN
权利人:TAIWAN BIOTECH CO LTD
摘要:The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(âˆ’)-5-{2-[2-(2-alkoxyphenoxy) ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R 1 and R 2 represent C 1 -C 4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. n n n n n n n n n n Tamsulosin hydrochloride (R 1 =Et, R 2 =Me, in its hydrochloride salt form) is an antagonist of Î±-A adrenoceptors in the prostate. Tamsulosinâ€¢HCl occurs as white crystals, which melt with decomposition at approximately 230Â° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.

专利号:US-RE37160-E
优先权日:1990-06-12
标题:Synthesis of tyrosine derived diphenol monomers
发明人：KOHN JOACHIM B; HOOPER KIMBERLY A
权利人:UNIV RUTGERS
摘要:A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with a L-tyrosine ester in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-solvent urea by-product, thereby forming a diphenol reaction product; and combining the reaction mixture with an amount of water effective to precipitate the diphenol as a water-immiscible organic phase, so that a water-immiscible organic phase is formed containing the diphenol reaction product. New diphenol monomers and polymers polymerized therefrom are also disclosed.

专利号:US-RE37795-E
优先权日:1990-06-12
标题 :Synthesis of tyrosine-derived diphenol monomers
发明人：KOHN JOACHIM B; BROCCHINI STEPHEN; SCHWARTZ ARTHUR L
摘要:A method for preparing diphenol compounds, which method includes the steps of coupling a hydroxyphenyl carboxylic acid with a L-tyrosine ester in a water-miscible organic reaction solvent containing a carbodiimide capable of forming a water-soluble urea by-product, thereby forming a diphenol reaction product; and combining the reaction mixture with an amount of water effective to precipitate the diphenol as a water-immiscible organic phase, so that a water-immiscible organic phase is formed containing the diphenol reaction product. New diphenol monomers and polymers polymerized therefrom are also discussed.

专利号:US-10442757-B2
优先权日:2017-06-07
标题 :Synthesis of tyrosine derived diphenol monomers
发明人：PULAPURA SATISH; BUEVICH FATIMA; CHEN XIANGJI; LYU SUPING
权利人:TYRX INC; MEDTRONIC INC
摘要:A method for preparing diphenol compounds includes adding a hydroxyphenyl carboxylic acid, a tyrosine ethyl ester, hydroxybenzotriazole hydrate and a solvent and stirring to produce a first solution. EDCI HCl is added to the first solution to produce a first mixture. Ethyl acetate is added to the first mixture to produce a second mixture. The second mixture is added to sodium chloride to produce a third mixture having layer separation. An aqueous layer is removed from the third mixture. The third mixture is extracted with reagents after the aqueous layer has been removed from the third mixture to produce a fourth mixture. Magnesium sulfate is added to the fourth mixture to produce a fifth mixture. The fifth mixture is filtered to produce filtrate. The filtrate is concentrated. Crystallization of the concentrated filtrate is induced. Methylene chloride is added to the crystallized filtrate to produce a solid product.

专利号:US-6380156-B1
优先权日:1996-10-24
标题:Total synthesis of the amino hip analogue of didemnin A
发明人：RINEHART KENNETH L; KATAUSKAS ALEXANDRA J
权利人:UNIV ILLINOIS
摘要:Disclosed is a synthetic method for the preparation of analogs of Didemnin A (1), particularly the Amino-Hip analog of Didemnin A, also known as 'AipDidemnin A' (8). These compounds have the following structures: