methyl N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)-D-serinate | 171564-48-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)-D-serinate
• 英文别名: (r)-2-Tert-butoxycarbonylamino-3-(tert-butyl-diphenyl-silanyloxy)-propionic acid methyl ester；methyl (2R)-3-[tert-butyl(diphenyl)silyl]oxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 171564-48-0
• 化学式: C₂₅H₃₅NO₅Si
• 分子量: 457.642
• InChiKey: UIULHMFQHIKXAY-OAQYLSRUSA-N

物化性质

• 沸点：
  519.4±50.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)-D-serinate 在 二异丁基氢化铝 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 5.0h， 生成 [(1R,2R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-2-hydroxy-pent-4-enyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Total Synthesis of Balanol

  摘要：

  DOI：

  10.1021/ja00097a072
• 作为产物：
  描述：

  BOC-D-丝氨酸 生成 methyl N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)-D-serinate
  参考文献：
  名称：

  The synthesis of 4,5-methano congeners of α-kainic and α-allo-kainic acids as probes for glutamate receptors

  摘要：

  The synthesis of diastereomeric 4,5-methano-L-proline 3-acetic acids is described starling from D-serine. The key reactions include a free-radical carbocyclization and an acid-catalyzed destannylative cyclopropanation of an iminium ion intermediate. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02105-3

文献信息

• [EN] POLYMYXIN ANALOGS USEFUL AS ANTIBIOTIC POTENTIATORS<br/>[FR] ANALOGUES DE LA POLYMYXINE UTILES EN TANT QUE POTENTIALISATEURS D'ANTIBIOTIQUE
  申请人：SPERO OPCO

  公开号：WO2017189866A1

  公开（公告）日：2017-11-02

  The disclosure provides compounds of the formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt of either of the foregoing. The variables A, R1, and R2 are defined in the disclosure. The disclosure further includes pharmaceutical compositions comprising a compound of formula I together with at least one pharmaceutically acceptable carrier. The disclosure also includes a method of sensitizing bacteria to an antibacterial agent, comprising administering to a patient infected with the bacteria, simultaneously or sequentially, a therapeutically effective amount of the antibacterial agent and a compound of formula (I).

  该披露提供了式(I)的化合物或其互变异构体，或者上述任一化合物的药学上可接受的盐。变量A、R1和R2在披露中有定义。该披露还包括包含式I化合物和至少一种药学上可接受的载体的药物组合物。该披露还包括一种使细菌对抗菌剂产生敏感的方法，包括向感染有该细菌的患者同时或顺序地给予抗菌剂和式(I)化合物的治疗有效量。
• [EN] CYCLIC PEPTIDE ANTIBIOTICS<br/>[FR] ANTIBIOTIQUES PEPTIDIQUES CYCLIQUES
  申请人：GENENTECH INC

  公开号：WO2020185999A1

  公开（公告）日：2020-09-17

  Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of lipoprotein signal peptidase II (LspA), a key protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

  本发明提供了抗菌化合物，其中在某些实施例中，这些化合物具有广谱生物活性。在各种实施例中，这些化合物通过抑制细菌中的关键蛋白质——脂蛋白信号肽酶II（LspA）发挥作用。还提供了使用本发明所述化合物的药物组合物和治疗方法。
• [EN] MACROCYCLIC LRRK2 KINASE INHIBITORS<br/>[FR] INHIBITEURS MACROCYCLIQUES DE KINASES LRRK2
  申请人：ONCODESIGN SA

  公开号：WO2016042089A1

  公开（公告）日：2016-03-24

  The present invention relates to novel macrocyclic compounds of formula (I) and compositions containing said compounds acting as kinase inhibitors, in particular as inhibitors of LRRK2 (Leucine-Rich Repeat Kinase 2). Moreover, the present invention provides processes for the preparation of the disclosed compounds, as well as methods of using them, for instance as a medicine or diagnostic agent, in particular for the treatment and/or diagnosis of diseases characterized by LRRK2 kinase activity such as neurological disorders including Parkinson's disease and Alzheimer's disease.

  本发明涉及公式（I）的新型大环化合物及含有该化合物的组合物，作为激酶抑制剂，特别是作为LRRK2（富含亮氨酸重复激酶2）的抑制剂。此外，本发明提供了制备所述化合物的方法，以及使用它们的方法，例如作为药物或诊断试剂，特别用于治疗和/或诊断由LRRK2激酶活性特征化的疾病，如包括帕金森病和阿尔茨海默病在内的神经系统紊乱。
• Efficient radical cyclisation of secondary amides: An enantioselective synthesis of phenyl allokainoid
  作者：Justin S. Bryans、Jonathan M. Large、Andrew F. Parsons

  DOI：10.1016/s0040-4039(99)00431-1

  日期：1999.4

  Cyclisation of various unsaturated haloamides with tributyltin hydride/AIBN has been explored. Substituted pyrrolidinones were isolated in good to excellent yield and the cyclisation of a serine-derived amide was utilised as the key step in an enantioselective synthesis of phenyl allokainoid.Figure options

  已经探索了用氢化三丁基锡/ AIBN环化各种不饱和卤代酰胺。分离出的吡咯烷酮以良好至极佳的收率分离，丝氨酸衍生的酰胺的环化被用作对苯异麦芽碱类化合物进行对映选择性合成的关键步骤。图选项
• Orthogonally protected glycerols and 2-aminodiols, useful building blocks in heterocyclic chemistry
  作者：Isabelle Canet、Marie-Eve Sinibaldi、Anthony Ollivier、Marlène Goubert、Ahmatjan Tursun

  DOI：10.3998/ark.5550190.0011.910

  日期：——

  The efficient synthesis of orthogonally protected glycerols, 2-aminopropane-1,3-diols and 2aminobutane-1,4-diols that can constitute useful tools in heterocyclic chemistry, is reported. These interesting tri-functionalized small synthons were easily prepared from serine or aspartic acid. In addition, these substrates can be readily transformed into their iodide derivatives in very good yields.

  报告了正交保护的甘油、2-氨基丙烷-1,3-二醇和 2-氨基丁烷-1,4-二醇的有效合成，它们可以构成杂环化学中的有用工具。这些有趣的三功能化小合成子很容易从丝氨酸或天冬氨酸制备。此外，这些底物可以很容易地以非常好的产率转化为它们的碘化物衍生物。