CAS: 19887-32-2; (S)-2-((Ethoxycarbonyl)Amino)-3-Phenylpropanoic Acid

该化合物是一种氨基酸衍生物,其特征是附于氨基酸苯丙氨基氨基苯丙氨的乙氧碳基化合物组,该化合物一般是白色的,非白色的固体的,在有机溶剂中可以溶解,反映其疏水联苯组.乙氧碳基酰胺会增强它的稳定性,并能够影响它的再活性,使其在peptide合成和作为有机化学的一个构件中发挥作用.L-苯丙胺结构的存在有助于它的性能,在生物系统和医药应用中具有重大意义.该化合物可能用于各种生物化学应用,包括药物设计和合成,因为其能够参与浸泡物联结的形成.此外,其特性可能受到诸如pH和温度等因素的影响,这些因素会影响其溶解性和再活性.

结构式图片

相似化合物

1161-13-3 13734-34-4 138775-05-0

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CAS号63-91-2 L-苯丙氨酸 | CAS号541-41-3 氯甲酸乙酯 | CAS号74877-64-8 ethyl α-methoxy... | CAS号70930-37-9 N-(Ethyloxycarb... | CAS号857637-92-4 (4S,5R)-(-)-4-苄...

合成工艺路线路线简述

  • 合成目标产物 N-Ethoxycarbonyl-L-Phenylalanine 主要起始原料 L-Phenylalanine And Ethyl Chloroformate
  • (文献来源)合成步骤主要原料 L-Phenylalanine 和 Ethyl Chloroformate
📜N-(Ethyloxycarbonyl)-L-Phe-P-Nitrophenyl Ester置于s12-L-Phe-L-His-L-Leu 盐酸,Potassium Chloride,三羟甲基氨基甲烷体系中,用 水,乙腈 用作溶剂,化学反应生成N-乙氧羰基-L-苯丙氨酸
参考文献:胶束界面上含组氨酸的肽裂解对映选择性酯的机理.2.改变肽链长度的影响
标题:胶束界面上含组氨酸的肽裂解对映选择性酯的机理.2.改变肽链长度的影响
摘要:衍生自氨基酸苯丙氨酸的手性对硝基苯酯在胶束界面被各种含组氨酸的三肽和高级寡肽裂解为催化剂.假定寡肽采用内部氢键键合的c 7当它们溶解到胶束烃相中时的构象.手性识别归因于在酯的一种对映异构体和肽之间的胶束烃相中形成氢键.对于活性而言,His残基的咪唑基nh部分保留在水相中是重要的.决定肽在两相系统中每个氨基酸残基位置的亲水/疏水平衡可通过改变肽链的长度和立体化学以及连接疏水基团来控制.最具选择性的催化剂是结构为c 4 H 9 oc(o)-L-Phe-L-His-L-Leu的三肽.它切割pn-保护的l-和d苯丙氨酸酯-硝基苯基与对映体选择性ķ我/ ķ D ~40与l-Leu和l-丙氨酸残基的肽链的延长.此外和的延长n-保护的基团催化剂降低了对映选择性降至ķ我/ ķ D ~6为五-C肽12 ħ 25 oc(o)-L-Phe-L-的his-(l-Leu)3.讨论了这些影响的由来.
Doi:10.1002/recl.19921111101

海关参考信息

专利信息


专利号:US-6462221-B1
优先权日:1999-02-23
标 题 :Synthesis of nitroalcohol diastereomers
发明人:GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; LA BRITTANY; ZAHR SALAH; SACHDEVA YESH P; JURAYJ JURJUS
权利人:JOHNSON MATTHEY PHARMACEUTICAL
摘要:The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula I:In Structural Formula I, R is an amine protecting group, and R1 is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.

专利号:US-2009018343-A1
优先权日:2005-03-16
标题 :Fluorous Oxazolidinone Chiral Auxiliary Compounds and Methods of Manufacture
发明人:HULTIN PHILIP GREGORY; HEIN JASON ELLIS
权利人:UNIV MANITOBA
摘要:The present invention relates generally to perfluoroalkyl chiral auxiliary compounds and methods of manufacture. These compounds have the functionality to effectively support the synthesis of chiral compounds in single reactions, high-throughput parallel reactions, or combinatorial reactions The invention relates to two oxazolidinone chiral auxiliaries (1) and (2): wherein R f is a perfluoroalkyl group having the general formula (CH 2 ) x —C y F 2y+1 where x=1-5 and y=4-10 and wherein B is an unfunctionalized aryl, alkyl or arylalkyl group in a preferred embodiment, x=2 and y=6 and B is derived from unfunctionalized amino acids The amino acids may be from either the D- or L-series, and are preferably enantiomerically pure or in very high enantiomeric excess in either configuration.

专利号:WO-0050378-A3
优先权日:1999-02-23
标 题 :Synthesis of nitroalcohol diastereomers
发明人:GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; LA BRITANNY; ZAHR SALAH
权利人:PHARM ECO LAB INC; GABRIEL RICHARD L; MOUSSA ADEL M; FITZHENRY SHARON; LIU CHANGHUA; SWANSON DAVID A; BRITANNY; ZAHR SALAH
摘要:The present invention relates to a method of preparing a 1-nitro-3-substituted-3-amino-2-propanol diastereomer represented by Structural Formula (I): In Structural Formula (I), R is an amine protecting group, and R1 is an amino acid side-chain, a protected amino acid side-chain, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heteroaromatic group, a substituted or unsubstituted aralkyl or a substituted or unsubstituted heteroaralkyl group. The method involves a contacting a 1-nitro-3-substituted-3-amino-2-propanone with a reducing agent to form a mixture of 1-nitro-3-substituted-3-amino-2-propanol diastereomers. The 1-nitro-3-substituted-3-amino-2-propanol diastereomers are then separated by simulated moving bed chromatography to obtain one or more 1-nitro-3-substituted-3-amino-2-propanol diastereomer.

专利号:US-2003158436-A1
优先权日:1999-03-10
标题:Synthesis of alpha--amino-alpha, alpha'- dihaloketones and process for the preparation of beta--amino acid derivatives by the use of the same

专利号:US-2003096374-A1
优先权日:1999-01-27
标题:Synthesis of oligoketides

专利号:US-6573399-B1
优先权日:1999-03-10
标题:Synthesis of α-amino-α′, α′-dihaloketones and process for the preparation of β-amino acid derivatives by the use of the same
发明人:NISHIYAMA AKIRA; INOUE KENJI
权利人:KANEKA CORP
摘要:The present invention provides a commercially profitable process for producing a β-amino acid ester derivative n which comprises reacting an α-amino acid ester derivative with a base and a dihalomethane, n reacting the same with a lithium amide and an alkyllithium in succession, n and treating the reaction product with an acid in an alcohol.

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合成参考文献


摘要:Cellnik, T.; Jo, W.; Healy, A., Science of Synthesis: Knowledge Updates, (2024) 2, 353.
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