3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-ethylthio-2-oxoazetidine | 85768-10-1

• 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: 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-ethylthio-2-oxoazetidine
• 英文别名: (3R,4R)-4-ethylthioxy-3-[(5R)-1'-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one；3(S)-{1(R)-Dimethyl(2-methylprop-2-yl)silyloxyethyl}-4(R)-ethylthioazetidin-2-one；3(S)-{1(R)-[(tert-butyldimethylsilyl)oxy]ethyl}-4(R)-ethylthio-2-oxoazetidine；(3S,4R)-3-[(1R)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-ethylsulfanylazetidin-2-one
• CAS: 85768-10-1
• 化学式: C₁₃H₂₇NO₂SSi
• 分子量: 289.514
• InChiKey: IKAJSCSPWAOXBA-JFGNBEQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-ethylthio-2-oxoazetidine 生成 (3S,4S)-3-[(R)-1-(tert-butyldimethylsilanyloxy)ethyl]-4-trimethylsilanylethynylazetidin-2-one
  参考文献：
  名称：

  MORI, SACHIO;IWAKURA, HIKOZO;TAKECHI, SHOZO, TETRAHEDRON LETT., 29,(1988) N 42, C. 5391-5394

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙酰氧基氮杂环丁酮 生成 3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-ethylthio-2-oxoazetidine
  参考文献：
  名称：

  A new amidoalkynylation using alkynylzinc reagent

  摘要：

  DOI：

  10.1016/s0040-4039(00)82876-2

文献信息

• Antibacterial penem derivatives
  申请人：Hoechst Aktiengesellschaft

  公开号：US04585767A1

  公开（公告）日：1986-04-29

  Antibacterially active penem compounds and salts of the formula ##STR1## wherein R is hydrogen or an esterifying group, R.sup.2 is hydrogen, hydroxy, or protected hydroxy, and R.sup.1 is phenyl, naphthyl, thienyl, pyridyl, quinolyl, or isoquinolyl, or such a group which is mono-, di-, or tri-substituted; methods for making such compounds or salts; and antibacterial pharmaceutical preparations containing the compounds or salts.

  具有抗菌活性的青霉素类化合物和公式##STR1##的盐，其中R为氢或酯化基团，R.sup.2为氢、羟基或保护羟基，R.sup.1为苯基、萘基、噻吩基、吡啶基、喹啉基或异喹啉基，或者是单取代、双取代或三取代的这样一种基团；制备这种化合物或盐的方法；以及含有这些化合物或盐的抗菌药物制剂。
• 1β-Methylcarbapenem intermediates via the thiolysis of a Meldrum's precursor
  作者：Christophe Jacopin、Mathieu Laurent、Marc Belmans、Luc Kemps、Marcel Cérésiat、Jacqueline Marchand-Brynaert

  DOI：10.1016/s0040-4020(01)01082-1

  日期：2001.12

  5-3-[1-(tert-Butyidimethylsilyloxy)ethyl]-4-oxo-azetidin-2-yl}-2,2,5-trimethyl-[1,3]dioxane-4,6-dione (3) has been submitted to nucleophilic attack with various nucleophiles. Meldrum's moiety transesterification, C4-substitution, beta -lactam ring opening and Meldrum's moiety decarboxylation were observed. Reaction of 3 with ethanethiol and dimethylaminopyridine in ethanol quantitatively furnished ethyl 2-3-[1-(tert-butyldimethylsilyloxy)ethyl]-4-oxo-azetidin-2-yl}-thiopropionate as the 1:1 mixture of beta (7a) and alpha (8a) diastereoisomers. (C) 2001 Elsevier Science Ltd. All rights reserved.
• ROSS, B. C.;JOHNSON, G.
  作者：ROSS, B. C.、JOHNSON, G.

  DOI：——

  日期：——
• A new amidoalkynylation using alkynylzinc reagent
  作者：Sachio Mori、Hikozo Iwakura、Shozo Takechi

  DOI：10.1016/s0040-4039(00)82876-2

  日期：——
• MORI, SACHIO;IWAKURA, HIKOZO;TAKECHI, SHOZO, TETRAHEDRON LETT., 29,(1988) N 42, C. 5391-5394
  作者：MORI, SACHIO、IWAKURA, HIKOZO、TAKECHI, SHOZO

  DOI：——

  日期：——