methyl 2-[(tert-butoxycarbonyl)amino]hex-5-enoate | 92136-57-7

• 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 2-[(tert-butoxycarbonyl)amino]hex-5-enoate
• 英文别名: methyl (3R)-t-butoxycarbonylaminohex-5-enoate；(S)-Methyl 2-((tert-butoxycarbonyl)amino)hex-5-enoate；methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]hex-5-enoate
• CAS: 92136-57-7
• 化学式: C₁₂H₂₁NO₄
• 分子量: 243.303
• InChiKey: MXDNEPDJMODRAI-UHFFFAOYSA-N

物化性质

• 沸点：
  335.5±42.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-[(tert-butoxycarbonyl)amino]hex-5-enoate 在 lithium tri-tert-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到tert-butyl 1-hydroxyhex-5-en-2-ylcarbamate
  参考文献：
  名称：

  Pd-Catalyzed Carboamination of Oxazolidin-2-ones: A Stereoselective Route to trans-2,5-Disubstituted Pyrrolidines

  摘要：

  Palladium-catalyzed carboamination reactions between aryl bromides and 4-(but-3-enyl)-substituted oxazolidin-2-ones are described. These transformations afford bicyclic oxazolidin-2-one derivatives that can be converted to trans-2,5-disubstituted pyrrolidines in one step. The starting materials are easily prepared from amino acid precursors, and products that contain up to three stereocenters are generated with >20:1 dr.

  DOI：

  10.1021/ol1006828
• 作为产物：
  描述：

  (±)-2-acetamidohex-5-enoic acid 在 sodium hydroxide 、 水 、 potassium hydrogencarbonate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 101.0h， 生成 methyl 2-[(tert-butoxycarbonyl)amino]hex-5-enoate
  参考文献：
  名称：

  Biagini, Stefano C. G.; Gibson, Susan E.; Keen, Stephen P., Journal of the Chemical Society. Perkin transactions I, 1998, # 16, p. 2485 - 2499

  摘要：

  DOI：

文献信息

• CYCLIC PEPTIDES WITH AN ANTI-PARASITIC ACTIVITY
  申请人：Wong Yung-Sing

  公开号：US20120034593A1

  公开（公告）日：2012-02-09

  The present invention relates to a method for preparing a cyclic peptide with antiparasite activity and anticancer activity. The invention also relates to this peptide as an antiparasite agent, for example in the treatment of toxoplasmosis and as an anticancer agent. The invention also relates to the use of this cyclic peptide for treating organs ex vivo before transplantation.

  本发明涉及一种制备具有抗寄生虫活性和抗癌活性的环肽的方法。该发明还涉及将该肽作为抗寄生虫剂，例如在弓形虫病的治疗中以及作为抗癌剂的用途。该发明还涉及将该环肽用于移植前体外处理器官的用途。
• Les organocuprates dans une nouvelle synthese d'aminoacides enantiomeriquement purs
  作者：J.A. Bajgrowicz、A. El Hallaoui、R. Jacquier、Ch. Pigiere、Ph. Viallefont

  DOI：10.1016/s0040-4020(01)96546-9

  日期：1985.1

  A new general method of synthesis of optically pure α- amino esters was elaborated during studies on the reaction of organocuprates with tosyl and halogeno derivatives of L-serine and L-homoserine.

  在研究有机铜酸盐与L-丝氨酸和L-高丝氨酸的甲苯磺酰基和卤代衍生物的反应过程中，阐述了一种合成光学纯的α-氨基酯的新通用方法。
• Organocuprates mediated carbon-carbon bond formation in δ position of α-amino esters without racemisation
  作者：J.A. Bajgrowicz、A. El Hallaoui、R. Jacquier、Ch. Pigière、Ph. Viallefont

  DOI：10.1016/s0040-4039(01)80218-5

  日期：1984.1

  A new general method of synthesis of optically pure α-amino esters by action of organocuprates on t-butyloxycarbonyl-L-α-amino-δ-bromobutyric acid methyl ester is described.

  描述了通过有机铜在叔丁氧羰基-L-α-氨基-δ-溴丁酸甲酯的作用下合成光学纯α-氨基酯的新通用方法。
• Beta-amino acid derivatives useful for the treatment of bacterial infections
  申请人：——

  公开号：US20030125389A1

  公开（公告）日：2003-07-03

  The invention provides compounds that are useful for the treatment of bacterial infections in mammals. More specifically, it is directed to beta-amino acid derivatives or pharmaceutically acceptable salts, prodrugs, or isomers of 1 those compounds that are useful for the treatment of such infections.

  该发明提供了一些对哺乳动物细菌感染治疗有用的化合物。更具体地说，这些化合物是β-氨基酸衍生物或药用盐、前药或同分异构体，用于治疗这类感染。
• Administration of negamycin or deoxynegamycin for the treatment of bacterial infections
  申请人：——

  公开号：US20030109583A1

  公开（公告）日：2003-06-12

  The invention provides a method for treating bacterial infections. In one aspect, the invention comprises orally administering a pharmaceutical composition to an animal, wherein the composition comprises a pharmaceutically acceptable excipient and an antibacterial effective amount of negamycin, or a pharmaceutically acceptable salt, prodrug or isomer thereof. An aspect of the invention also relates to a method of treating a bacterial infection, wherein the method comprises intravenously administering a pharmaceutical composition to an animal, and wherein the composition comprises a pharmaceutically acceptable excipient and an antibacterial effective amount of deoxynegamycin, or a pharmaceutically acceptable salt, prodrug or isomer thereof. An aspect of the invention also relates to a method of treating a bacterial infection, wherein the method comprises administering to an animal an antibacterial effective amount of negamycin or deoxynegamycin, or a pharmaceutically acceptable salt, prodrug or isomer thereof, and wherein the infecting bacteria are selected from a group of bacteria consisting of the following: Acinetobacter baumanii, Citrobacter freundii, Enterobacter aerogenes, haemophilus influenzae, Moraxella catarrhalis, Staphylococcus aureus MRSA, Staphylococcus aureus GISA, Staphylococcus epidermis, Streptococcus pneumoniae PenR, Streptococcus pneumoniae PenS and Streptococcus pyogenes.

  本发明提供了一种治疗细菌感染的方法。在一方面，本发明涉及向动物口服含有一种药物组合物的方法，该组合物包括一种药学上可接受的赋形剂和一种抗菌有效量的奈加霉素，或其药学上可接受的盐、前药或同分异构体。本发明的另一方面涉及一种治疗细菌感染的方法，该方法包括向动物静脉注射一种药物组合物，该组合物包括一种药学上可接受的赋形剂和一种抗菌有效量的去氧奈加霉素，或其药学上可接受的盐、前药或同分异构体。本发明的另一方面涉及一种治疗细菌感染的方法，该方法包括向动物施用一种抗菌有效量的奈加霉素或去氧奈加霉素，或其药学上可接受的盐、前药或同分异构体，其中感染细菌被选自以下细菌组：鲍曼不动杆菌，弗氏柠檬酸杆菌，肺炎克雷伯菌，流感嗜血杆菌，卡他莫拉菌，金黄色葡萄球菌MRSA，金黄色葡萄球菌GISA，表皮葡萄球菌，肺炎链球菌PenR，肺炎链球菌PenS和链球菌。