(3R,4R)-2-oxo-3-<<(phenylmethoxy)carbonyl>amino>azetidine-4-carboxylic acid | 135821-31-7

• 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: (3R,4R)-2-oxo-3-<<(phenylmethoxy)carbonyl>amino>azetidine-4-carboxylic acid
• 英文别名: (2R,3R)-4-oxo-3-(phenylmethoxycarbonylamino)azetidine-2-carboxylic acid
• CAS: 135821-31-7
• 化学式: C₁₂H₁₂N₂O₅
• 分子量: 264.238
• InChiKey: HCLHPQQLTXBQOJ-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4R)-2-oxo-3-<<(phenylmethoxy)carbonyl>amino>azetidine-4-carboxylic acid 、 2-氨基吡啶 生成 benzyl N-[(3R,4R)-2-oxo-4-(pyridin-2-ylcarbamoyl)azetidin-3-yl]carbamate
  参考文献：
  名称：

  KAMIYAMA, NOBORU;NAGASIMA, NOBUO;MURAKAMI, XIROSI;SIMADZAKI, MASAMI;OBASI+

  摘要：

  DOI：
• 作为产物：
  描述：

  (cis)-4-(methoxycarbonyl)-2-oxo-3-[[(phenylmethoxy)carbonyl]amino]-1-azetidine 生成 (3R,4R)-2-oxo-3-<<(phenylmethoxy)carbonyl>amino>azetidine-4-carboxylic acid
  参考文献：
  名称：

  KAMIYAMA, NOBORU;NAGASIMA, NOBUO;MURAKAMI, XIROSI;SIMADZAKI, MASAMI;OBASI+

  摘要：

  DOI：

文献信息

• 1-Sulfo-2-oxoazetidine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0053816A1

  公开（公告）日：1982-06-16

  A 1-sulfo-2-oxoazetidine derivative of formula wherein R is a residue derived from an organic compound by removal of one hydrogen atom attached to a carbon atom thereof; R' is an amino group which may optionally be , acylated or protected; X is hydrogen or methoxy, and methods of producing said compound (I) which may be written as follows or wherein the symbols have the same meanings as respectively defined above. The compound (I) has improved antimicrobial and β-lactamase-inhibitory activities and is of value as drugs for human beings and domesticated animals.

  一种 1-磺基-2-氧代氮杂环丁烷衍生物，其式中，R 是有机化合物的残基，通过去除连接到其碳原子上的一个氢原子而得到；R'是氨基，可任选被酰化或保护；X 是氢或甲氧基，以及生产所述化合物 (I) 的方法，其可如下写法或其中的符号分别具有与上述定义相同的含义。 该化合物 (I) 具有更好的抗菌活性和β-内酰胺酶抑制活性，具有作为人类和驯养动物药物的价值。
• 1-Sulfo-2-azetidinone derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0093376A2

  公开（公告）日：1983-11-09

  A 1-sulfo-2-oxoazetidine derivative of the formula wherein R8 is -COQ° (Q° is an amino group which may optionally be protected or substituted), -COQ5 (Q5 is a hydroxyl group which may optionally be protected), -(CH2)na- R4a (na is an integer of 1 to 3: R4a is a hydrogen atom or a carbamoylamino, N-sulfocarbamoylamino, carbamoyl, carbamoyloxy, N-sulfocarbamoyloxy, haloalkylcarbonylcarbamoyloxy, alkylsulfonyloxy, pyridinio, alkoxy, alkylsulfinyl, alkylsulfonyl, halogenoalkylcarbonyloxy, hydroxyl, alkoxycarbonyl, acyloxy, 1-alkoxyiminoalkyl, alkylcarbonyl or acylamino group) or a nitrogen-containing heterocyclic group; R' is an amino group which may optionally be acylated or protected; and X is a hydrogen atom or a methoxy group, or a salt or ester thereof, and methods of producing said compound (Ia) which may be shown as follows wherein the symbols have the same meanings as respectively defined above, and intermediates for preparing the compound (Ia) and methods of producing them. The compound (Ia) has improved antimicrobial and β-lactamase- inhibitory activities and is of value as drugs for human beings and domesticated animals.

  式中的 1-磺基-2-氧氮杂环丁烷衍生物 其中 R8 为-COQ°（Q°为氨基，可任选被保护或取代）、-COQ5（Q5 为羟基，可任选被保护）、-(CH2)na- R4a（na 为 1 至 3 的整数：R4a 是氢原子或氨基甲酰氨基、N-硫代氨基甲酰氨基、氨基甲酰基、氨基甲酰氧基、N-硫代氨基甲酰氧基、卤代烷基羰基氨基甲酰氧基、烷基磺酰氧基、吡啶基、烷氧基、烷基亚磺酰基、烷基磺酰基、卤代烷基羰基氧基、羟基、烷氧基羰基、酰氧基、1-烷氧基亚氨基烷基、烷基羰基或酰氨基）或含氮杂环基团；R'是可选择酰化或保护的氨基；X是氢原子或甲氧基，或其盐或酯，以及生产所述化合物（Ia）的方法，可如下所示 其中符号的含义分别与上述定义相同，以及制备化合物（Ia）的中间体及其生产方法。化合物（Ia）具有更好的抗菌和抑制β-内酰胺酶的活性，具有作为人类和驯养动物药物的价值。
• KAMIYAMA, NOBORU;NAGASIMA, NOBUO;MURAKAMI, XIROSI;SIMADZAKI, MASAMI;OBASI+
  作者：KAMIYAMA, NOBORU、NAGASIMA, NOBUO、MURAKAMI, XIROSI、SIMADZAKI, MASAMI、OBASI+

  DOI：——

  日期：——
• Design and synthesis of a conformational analog of deoxybouvardin
  作者：Dale L. Boger、J. B. Myers

  DOI：10.1021/jo00018a035

  日期：1991.8

  The design and synthesis of 9, an analogue of deoxybouvardin (2), is detailed. The substitution of the beta-lactam in 9 for the 14-membered N-methylcycloisodityrosine subunit of 2 serves to mimic the unusual beta-turn possessing a central cis amide bond found in the natural product and restricts and restricts the accessible conformations of the remaining tetrapeptide (D-Ala-Ala-N(Me)-Tyr(OMe)-Ala) to those including that found in the solution and X-ray conformation of the natural product.
• PEPTIDE ANALOGS AND THEIR USE AS HAPTENS TO ELICIT CATALYTIC ANTIBODIES
  申请人：IGEN, INCORPORATED

  公开号：EP0413762A1

  公开（公告）日：1991-02-27