4-acetoxy-3-(1-t-butyl-dimethylsilyloxy)ethyl-2-azetidinone | 80951-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 4-acetoxy-3-(1-t-butyl-dimethylsilyloxy)ethyl-2-azetidinone
• 英文别名: 4R-4-acetoxy-3-[1R-(dimethyl-t-butyl-siloxy)ethyl]-2-azetidinone；(3R,4R)-4-acetoxy-3-[(1R)-1-t-butyldimethylsilyloxyethyl]-2azetidinone；(3R,4R) 4-acetoxy-3-[(1R)-(1-(tert-butyldimethylsilyloxy)ethyl)]azetidin-2-one；(3R,4S)-4-acetoxy-3-[1(R)-tert-butyldimethylsilyloxyethyl]-2-oxoazetidine；4-acetoxy-3(S)-[1(R)-{dimethyl-(2-methylprop-2-yl)silyloxy}ethyl]-azetidin-2-one；(3S,4R)-3[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-acetoxy-azetidin-2-one；4-acetoxy-3(R)-[(1R)-tert-butyldimethylsilyloxyethyl]azetidin-2-one；(3S,4R)-4-acetoxy-3[(R)-(t-butyldimethylsilyloxy)ethyl]azetidinone；3-(1-tert-butyldimethylsiloxyethyl)-4-acetoxyazetidin-2-one；(1'R,3R,4R)-3-[1'-(t-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one；(3R,4R)-4-acetoxy-3[(R)-(t-butyldimethylsilyloxy)-ethyl]-2-azetidinone；4-acetoxy-3-[(1R)-(1-(tert-butyldimethylsilyloxy)ethyl)]azetidin-2-one；4-acetoxy-3-t-butyldimethylsilyloxyethyl-2-azetidinone；Acetic acid 3-[1-(tert-butyldimethylsiloxy)ethyl]-2-oxoazetidin-4-yl ester；[3-[1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-oxoazetidin-2-yl] acetate
• CAS: 80951-41-3
• 化学式: C₁₃H₂₅NO₄Si
• 分子量: 287.431
• InChiKey: GWHDKFODLYVMQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  4-acetoxy-3-(1-t-butyl-dimethylsilyloxy)ethyl-2-azetidinone 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 以96 %的产率得到(2R,3R)-1-bromo-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate
  参考文献：
  名称：

  N-Sulfenylation of β-Lactams: Radical Reaction of N-Bromo-azetidinones by TEMPO Catalysis

  摘要：

  DOI：

  10.1021/acs.joc.3c01759
• 作为产物：
  描述：

  (2R,3R)-1-bromo-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl acetate 、 二苯二硫醚 在 2,2,6,6-四甲基哌啶氧化物 作用下， 以 二氯甲烷 为溶剂， 以76 %的产率得到(2R,3R)-3-((R)-1-((tert-butyldimethylsilyl)oxy)ethyl)-4-oxo-1-(phenylthio)azetidin-2-yl acetate
  参考文献：
  名称：

  N-Sulfenylation of β-Lactams: Radical Reaction of N-Bromo-azetidinones by TEMPO Catalysis

  摘要：

  DOI：

  10.1021/acs.joc.3c01759

文献信息

• 7-Oxo-4-thia-1-aza[3,2,0]heptane and 7-oxo-4-thia-1-aza[3,2,0]hept-2-ene
  申请人：Hoechst U.K. Limited

  公开号：US04474793A1

  公开（公告）日：1984-10-02

  What are disclosed are compounds, useful as intermediates in the preparation of substituted penem compounds, of the formula ##STR1## methods for making such compounds from intermediates of the formula ##STR2## by reaction of the latter with a nucleophilic compound, methods for making such intermediates from compounds of the formula ##STR3## by reaction of the last-mentioned compounds with a tervalent phosphorus compound, and methods for making said last-mentioned compounds by cyclizing compounds of the formula ##STR4## with a tervalent phosphorus compound.

  所披露的是化合物，可用作制备取代的青霉烯化合物的中间体，其化学式为##STR1##。制备这种化合物的方法是从化学式为##STR2##的中间体通过与亲核化合物的反应制备，从化学式为##STR3##的化合物通过与三价磷化合物的反应制备这种中间体的方法，以及通过将化学式为##STR4##的化合物与三价磷化合物环化制备所述的最后提及的化合物的方法。
• 9-oxo-1-azabicyclo\x9b5.2.0!non-2,4-diene-2-carboxylic acid compounds as
  申请人：Zeneca Limited

  公开号：US05719139A1

  公开（公告）日：1998-02-17

  The present invention provides a compound of the formula (I): ##STR1## wherein R.sup.1 is hydrogen, optionally substituted; acylamino, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, C.sub.1-6 alkoxy, C.sub.1-6 alkanoyloxy, C.sub.1-6 alkylamino, di-(C.sub.1-6 alkyl)amino, C.sub.1-6 alkoxycarbonyl, aminocarbonyl, C.sub.1-6 alkylaminocarbonyl or di-(C.sub.1-6 alkyl)aminocarbonyl; R.sup.2 is hydrogen or C.sub.1-6 alkoxy; or R.sup.1 and R.sup.2 together form optionally substituted C.sub.1-6 alkylene; R.sup.3 and R.sup.5 are independently hydrogen or C.sub.1-6 alkyl; and one of R.sup.4 and R.sup.6 is hydrogen or C.sub.1-4 alkyl and the other is selected from a number of groups or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof. Processes of their preparation, intermediates in their preparation, their use as therapeutic agents and pharmaceutical compositions containing them.

  本发明提供了化合物的公式(I)：##STR1##其中R.sup.1是氢，可选地取代的；酰胺基，C.sub.1-6烷基，C.sub.2-6烯基，C.sub.2-6炔基，C.sub.1-6烷氧基，C.sub.1-6烷酰氧基，C.sub.1-6烷基氨基，二-(C.sub.1-6烷基)氨基，C.sub.1-6烷氧羰基，氨基羰基，C.sub.1-6烷基氨基羰基或二-(C.sub.1-6烷基)氨基羰基；R.sup.2是氢或C.sub.1-6烷氧基；或R.sup.1和R.sup.2一起形成可选取代的C.sub.1-6烷基；R.sup.3和R.sup.5独立地是氢或C.sub.1-6烷基；R.sup.4和R.sup.6中的一个是氢或C.sub.1-4烷基，另一个被选择自多个基团或其药学上可接受的盐或体内水解酯。它们的制备方法，制备中间体，作为治疗剂的用途以及含有它们的药物组合物。
• Novel carbapenem chalcone derivatives: synthesis, cytotoxicity and molecular docking studies
  作者：Devendar Reddy Kommidi、Ramakanth Pagadala、Surjyakanta Rana、Parvesh Singh、Suhas A. Shintre、N. A. Koorbanally、Sreekantha B. Jonnalagadda、Brenda Moodley

  DOI：10.1039/c5ob00197h

  日期：——

  One-pot efficient synthetic protocol is described for the synthesis of carbapenem chalcone derivatives using AAPTMS@MCM-41 heterogeneous catalyst.

  使用AAPTMS@MCM-41杂化催化剂合成碳青霉烯查尔酮衍生物的高效一锅法合成方案被描述。
• [EN] CARBAPENEM COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF BACTERIAL INFECTIONS<br/>[FR] COMPOSÉS DE CARBAPENEM ET COMPOSITIONS POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：FOB SYNTHESIS INC

  公开号：WO2018227178A1

  公开（公告）日：2018-12-13

  The present invention provides carbapenem compounds and pharmaceutical compositions useful in the treatment of bacterial infections, including drug resistant or multiple-drug resistant bacterial infections, and methods for treating such infections using such compounds and/or compositions. The invention includes administering an effective amount of a carbapenem compound or salt and/or prodrug thereof to a host in need of such a treatment.

  本发明提供了碳青霉烯化合物和制药组合物，用于治疗细菌感染，包括耐药或多重耐药细菌感染，并提供使用此类化合物和/或组合物治疗此类感染的方法。本发明包括向需要此类治疗的宿主施用有效量的碳青霉烯化合物或其盐和/或前药。
• Stereoselective synthesis of 1-β-methylcarbapenem
  作者：Choung Un Kim、Bing Luh、Richard A Partyka

  DOI：10.1016/s0040-4039(00)95767-8

  日期：1987.1