1-(呋喃-2-基)-5-(四氢呋喃-2-基)戊-3-酮 | 75939-54-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 1-(呋喃-2-基)-5-(四氢呋喃-2-基)戊-3-酮
• 英文名称: 1-methoxymethyl-4-tritylthio-2-azetidinone
• 英文别名: 1-(methoxymethyl)-4-tritylsulfanylazetidin-2-one
• CAS: 75939-54-7
• 化学式: C₂₄H₂₃NO₂S
• 分子量: 389.518
• InChiKey: BXAYZTQAPBVIJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙醛 、 1-(呋喃-2-基)-5-(四氢呋喃-2-基)戊-3-酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.33h， 以80%的产率得到trans S* 3-(1'hydroxyethyl)-1-methoxymethyl-4-tritylthio-2-azetidinone
  参考文献：
  名称：

  Nuclear analogs of β-lactam antibiotics. XVI. Aldol condensations of N-protected 4-tritylthio-2-azetidinones

  摘要：

  对N-保护的4-三苄硫基-2-氮杂环戊酮4b和4c的烯醇酸醛反应进行了研究。虽然N-甲氧甲基氮杂环戊酮4b的锂烯醇只产生了transS* 3-(1'-羟基乙基)氮杂环戊酮8，但相应的四丁基铵烯醇产生了transR*和transS*氮杂环戊酮8和9的混合物。N-(叔丁基二甲基硅基)-4-三苄硫基-2-氮杂环戊酮4c的金属烯醇产生了所有四种可能的异构体。

  DOI：

  10.1139/v83-111
• 作为产物：
  描述：

  溴甲基甲基醚 、 4-(triphenylmethylthio)azetidin-2-one 在 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以91%的产率得到1-(呋喃-2-基)-5-(四氢呋喃-2-基)戊-3-酮
  参考文献：
  名称：

  Nuclear analogs of β-lactam antibiotics. XVI. Aldol condensations of N-protected 4-tritylthio-2-azetidinones

  摘要：

  对N-保护的4-三苄硫基-2-氮杂环戊酮4b和4c的烯醇酸醛反应进行了研究。虽然N-甲氧甲基氮杂环戊酮4b的锂烯醇只产生了transS* 3-(1'-羟基乙基)氮杂环戊酮8，但相应的四丁基铵烯醇产生了transR*和transS*氮杂环戊酮8和9的混合物。N-(叔丁基二甲基硅基)-4-三苄硫基-2-氮杂环戊酮4c的金属烯醇产生了所有四种可能的异构体。

  DOI：

  10.1139/v83-111

文献信息

• Antibacterial agents, and 4-thio azetidinone intermediates
  申请人：Bristol-Myers Company

  公开号：US04272437A1

  公开（公告）日：1981-06-09

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic substituents and X represents certain organic substituents. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及2-取代和2,6-二取代的青霉烯化合物，其公式为##STR1##，其中Y是氢、卤素或某些有机取代基，X代表某些有机取代基。发明还包括上述化合物的药用可接受盐和上述化合物的衍生物，其中3位的羧基被易于移除的酯保护基团所保护。本发明的化合物是强效的抗菌剂，或可用于制备此类药物的中间体。
• 4-Acylthioazetidinone intermediates for antibacterial agents
  申请人：Bristol-Myers Company

  公开号：US04461727A1

  公开（公告）日：1984-07-24

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic radicals and X represents certain hetero-interrupted substituted alkyl radicals. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及公式为##STR1##的2-取代和2,6-二取代的青霉烷化合物，其中Y为氢、卤素或某些有机基团，X代表某些杂原子中断的取代烷基基团。本发明还包括上述化合物的药学上可接受的盐和上述化合物的衍生物，其中3位的羧基被易于去除的酯保护基所保护。本发明的化合物是强效的抗菌剂或用于制备这种剂的中间体。
• 2,6-Disubstituted penem compounds
  申请人：Bristol-Myers Company

  公开号：US04282150A1

  公开（公告）日：1981-08-04

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic radicals and X represents certain hetero-interrupted substituted alkyl radicals. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及公式为##STR1##的2-取代和2,6-二取代的青霉烷化合物，其中Y为氢、卤素或某些有机基团，X代表某些杂原子替代的烷基基团。本发明还包括上述化合物的药学上可接受的盐以及上述化合物的衍生物，其中3-位上的羧基被易于去除的酯保护基所保护。本发明的化合物是强效的抗菌剂，或者用作制备这种剂的中间体。
• Antibacterial agents of the .beta.-lactam type
  申请人：Bristol-Myers Company

  公开号：US04374065A1

  公开（公告）日：1983-02-15

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic radicals and X represents certain hereto-interrupted substituted alkyl radicals. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及公式为##STR1##的2-取代和2,6-二取代的青霉烷类化合物，其中Y是氢、卤素或某些有机基团，X代表某些含有杂原子的取代烷基基团。本发明还包括上述化合物的药学上可接受的盐以及上述化合物的衍生物，在该衍生物中，3-位上的羧基被易于去除的酯保护基所保护。本发明的化合物是强效的抗菌剂，或者可用作制备这种抗菌剂的中间体。
• Antibacterial agents and metal containing azetidinone intermediates
  申请人：Bristol Myers Company

  公开号：US04378314A1

  公开（公告）日：1983-03-29

  This invention relates to 2-substituted and 2,6-disubstituted penem compounds of the formula ##STR1## wherein Y is hydrogen, halo or certain organic substituents and X represents certain organic substituents. Also included in the invention are pharmaceutically acceptable salts of the above compounds and derivatives of the above compounds in which the carboxyl group at the 3-position is protected as by an easily removable ester protecting group. The compounds of the present invention are potent antibacterial agents or are of use as intermediates in the preparation of such agents.

  本发明涉及公式为 ##STR1## 的2-取代和2,6-二取代的青霉烷类化合物，其中Y为氢、卤素或某些有机取代基，X代表某些有机取代基。本发明还包括上述化合物的药学上可接受的盐以及上述化合物的衍生物，其中3-位上的羧基被易于去除的酯保护基保护。本发明的化合物是有效的抗菌剂，或者用作制备这种剂的中间体。