CAS: 24184-43-8; Methyl D-Serinate

该化合物是一种氨酸衍生物,其特征是其手性中心,具有特定的光学活动,这种化合物的特点是氨基(-NH2),氢氧基(-OH)和其结构中的碳箱酸(-COO),有助于将其分类为氨基酸.甲基酯形式增强了其脂性,使其与自由酸对应方相比更容易溶于有机溶剂中.这种化合物通常用于生物化学研究和合成,特别是蛋白结构和功能的研究以及药物的开发.其立体化学学对于生物活动至关重要,因为(R)配置往往与生物系统中的具体相互作用有关.此外,它可能作为浸酸合成和其他有机反应的建筑块.

结构式图片

相似化合物

5874-57-7 1676-81-9 17114-97-5

上下游产品

methanol serin L-serin N-tert-butoxycarbonylserine methyl estermethyl 1-tritylaziridine-2-carboxylate benzyloxycarbonyl-Gly-Ser-OMe 3-chloro-DL-alanine methyl ester serine amide

合成工艺路线路线简述

    📜N-Z-D-丝氨酸甲酯置于10% Palladium On Activated Charcoal,氢气体系中,用 甲醇 用作溶剂,化学反应生成D-丝氨酸甲酯
    参考文献:Discovery Of Da-1229: A Potent,Long Acting Dipeptidyl Peptidase-4 Inhibitor For The Treatment Of Type 2 Diabetes
    标题:Discovery Of Da-1229: A Potent,Long Acting Dipeptidyl Peptidase-4 Inhibitor For The Treatment Of Type 2 Diabetes
    摘要:A Series Of Beta-Amino Amide Containing Substituted Piperazine-2-One Derivatives Was Synthesized And Evaluated As Inhibitors Of Dipeptidyl Pepdidase-4 (Dpp-4) For The Treatment Of Type 2 Diabetes. As Results Of Intensive Sar Study Of The Series,(R)-4-[(R)-3-Amino-4-(2,4,5-Trifluorophenyl)-Butanoyl]-3-(T-Butoxymethyl)-Piperazin-2-One (Da-1229) Displayed Potent Dpp-4 Inhibition Pattern In Several Animal Models,Was Selected For Clinical Development. (C) 2011 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Bmcl.2011.04.029

    海关参考信息

    专利信息


    专利号:US-5350851-A
    优先权日:1992-03-16
    标题 :Intermediates and a process for synthesis of tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolate and N5-formyl-(6S)-tetrahydrofolate
    发明人:BAILEY STEVEN W; AYLING JUNE E
    权利人:UNIV SOUTH ALABAMA
    摘要:Intermediates and a process for the synthesis of 6-monosubstituted tetrahydropteridine C6-stereoisomers, including (6S)-tetrahydrofolic acid. The intermediates are shown in their two enantiomeric forms as follows: ##STR1## wherein R 1 and R 2 are the same or different and represent hydrogen, methyl, hydroxy, amino, alkyl or dialkylamino, alkoxy, benzyloxy, or benzylthio; R 3 represents an alkene, alkyne, cycloalkyl, benzyl, alkyl (substituted with hydroxy, acetoxy, benzyloxy, alkoxy, alkylthio, amino, carboxy, oxo, or phosphate), a protected aldehyde, or ##STR2## wherein n=1 or 2, R 4 is hydrogen, formyl, methyl, or propargyl, and ZZ represents an amino acid or amino acid polymer.

    专利号:US-7109377-B2
    优先权日:1996-10-16
    标 题:Synthesis of combinatorial libraries of compounds reminiscent of natural products
    发明人:SCHREIBER STUART L; SHAIR MATTHEW D; TAN DEREK S; FOLEY MICHAEL A; STOCKWELL BRENT R
    权利人:HARVARD COLLEGE
    摘要:The present invention provides complex compounds reminiscent of natural products and libraries thereof, as well as methods for their production. The inventive compounds and libraries of compounds are reminiscent of natural products in that they contain one or more stereocenters, and a high density and diversity of functionality. In general, the inventive libraries are synthesized from diversifiable scaffold structures, which are synthesized from readily available or easily synthesizable template structures. In certain embodiments, the inventive compounds and libraries are generated from diversifiable scaffolds synthesized from a shikimic acid based epoxyol template. In other embodiments, the inventive compounds and libraries are generated from diversifiable scaffolds synthesized from the pyridine-based template isonicotinamide. The present invention also provides a novel ortho-nitrobenzyl photolinker and a method for its synthesis. Furthermore, the present invention provides methods and kits for determining one or more biological activities of members of the inventive libraries. Additionally, the present invention provides pharmaceutical compositions containing one or more library members.

    专利号:US-8314251-B2
    优先权日:2008-03-07
    标 题 :Total synthesis of salinosporamide A and analogs thereof
    发明人:LING TAOTAO; DANISHEFSKY SAMUEL
    权利人:LING TAOTAO; DANISHEFSKY SAMUEL; NEREUS PHARMACEUTICALS INC
    摘要:The present application relates to certain compounds and to methods for the preparation of certain compounds that can be used in the fields of chemistry and medicine. Specifically, described herein are methods for the preparation of various compounds and intermediates, and the compounds and intermediates themselves. More specifically, described herein are methods for synthesizing Salinosporamide A and its analogs that includes forming a compound of formula (VIII).

    专利号:US-8067616-B2
    优先权日:2006-04-06
    标 题 :Total synthesis of salinosporamide A and analogs thereof
    发明人:LING TAOTAO; MACHERLA VENKATA RAMI REDDY; POTTS BARBARA CHRISTINE; MANAM RAMA RAO; MCARTHUR KATHERINE A
    权利人:LING TAOTAO; MACHERLA VENKATA RAMI REDDY; POTTS BARBARA CHRISTINE; MANAM RAMA RAO; MCARTHUR KATHERINE A; NEREUS PHARMACEUTICALS INC
    摘要:The present invention relates to certain compounds and to methods for the preparation of certain compounds that can be used in the fields of chemistry and medicine. Specifically, described herein are methods for the preparation of various compounds and intermediates, and the compounds and intermediates themselves. More specifically, described herein are methods for synthesizing Salinosporamide A and its analogs from a compound of formula (V).

    专利号:US-10414720-B2
    优先权日:2016-09-28
    标题:Process for the preparation of lacosamide
    发明人:SATHE DHANANJAY G; DAS ARIJIT; Raikar Sanjay; BHAGWATKAR RAHUL; AHIRE RAMDAS
    权利人:UNICHEM LAB LTD
    摘要:The present invention relates to an improved process for the synthesis of (R)-Lacosamide in which free base of O-methyl-N-benzyl-D-Serinamide is not isolated before acylation. The process avoids the use of column chromatography and chiral resolution for the preparation of different stages of Lacosamide.

    专利号:US-8487108-B2
    优先权日:2005-11-14
    标题 :Piperidinyl carbamate intermediates for the synthesis of aspartic protease inhibitors
    发明人:BALDWIN JOHN J; CLAREMON DAVID A; TICE COLIN; CACATIAN SALVACION; DILLARD LAWRENCE W; ISHCHENKO ALEXEY V; YUAN JING; XU ZHENRONG; MCGEEHAN GERARD; SIMPSON ROBERT D; SINGH SURESH B; ZHAO WEI; FLAHERTY PATRICK T
    权利人:BALDWIN JOHN J; CLAREMON DAVID A; TICE COLIN; CACATIAN SALVACION; DILLARD LAWRENCE W; ISHCHENKO ALEXEY V; YUAN JING; XU ZHENRONG; MCGEEHAN GERARD; SIMPSON ROBERT D; SINGH SURESH B; ZHAO WEI; FLAHERTY PATRICK T; VITAE PHARMACEUTICALS INC
    摘要:The present invention is directed to aspartic protease inhibitors. Certain aspartic protease inhibitors of the invention can be represented by the following structural formula or a pharmaceutically acceptable salt thereof. The present invention is also directed to pharmaceutical compositions comprising the disclosed aspartic protease inhibitors. The present invention is further directed to methods of antagonizing one or more aspartic proteases in a subject in need thereof, and methods for treating an aspartic protease mediated disorder in a subject using the disclosed aspartic protease inhibitors.

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Osuna Gálvez, A.; Bode, J. W., Science of Synthesis Knowledge Updates, (2020) 1, 386.
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