3-(羟基亚氨基)吡咯烷-1-羧酸叔丁酯 | 150008-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 3-(羟基亚氨基)吡咯烷-1-羧酸叔丁酯
• 中文别名: (E)-叔丁基3-(羟基亚氨基)吡咯烷-1-羧酸酯
• 英文名称: N-Boc-3-hydroxyiminopyrrolidine
• 英文别名: (E)-tert-Butyl 3-(hydroxyimino)pyrrolidine-1-carboxylate；tert-butyl 3-hydroxyiminopyrrolidine-1-carboxylate
• CAS: 150008-25-6
• 化学式: C₉H₁₆N₂O₃
• 分子量: 200.238
• InChiKey: VGGFRVVFQKZXFV-UHFFFAOYSA-N

物化性质

• 沸点：
  316.3±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-(羟基亚氨基)吡咯烷-1-羧酸叔丁酯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 pyrrolidine-3-one oxime
  参考文献：
  名称：

  Synthesis and biological activity of novel 1β-Methylcarbapenems with oxyiminopyrrolidinylamide moiety

  摘要：

  The synthesis and antibacterial activity of novel 1beta-methylcarbapenems 1a-f bearing oxyiminopyrrolidinylamide moiety at C-5 position of pyrrolidine are described. Most compounds exhibited comparable antibacterial activity to meropenem against a wide range of Gram-positive and Gram-negative organisms including Pseudomonas aeruginosa isolates. Of these carbapenems, 1a showed potent and broad spectrum of antibacterial activity and similar stability to DHP-I to meropenem. Against clinical isolates of 40 Gram-negative bacterial species including MDR and ESBL-producing strains, the selected carbapenem 1a possessed excellent in vitro activity except for MDR P. aeruginosa, and was comparable in potency to meropenem. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.039
• 作为产物：
  描述：

  3-(叔丁氧基羰基-乙氧基羰基甲基-氨基)-丙酸乙酯 在 盐酸羟胺 、 水 、 sodium ethanolate 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 为溶剂， 反应 8.0h， 生成 3-(羟基亚氨基)吡咯烷-1-羧酸叔丁酯
  参考文献：
  名称：

  Synthesis and biological activity of novel 1β-Methylcarbapenems with oxyiminopyrrolidinylamide moiety

  摘要：

  The synthesis and antibacterial activity of novel 1beta-methylcarbapenems 1a-f bearing oxyiminopyrrolidinylamide moiety at C-5 position of pyrrolidine are described. Most compounds exhibited comparable antibacterial activity to meropenem against a wide range of Gram-positive and Gram-negative organisms including Pseudomonas aeruginosa isolates. Of these carbapenems, 1a showed potent and broad spectrum of antibacterial activity and similar stability to DHP-I to meropenem. Against clinical isolates of 40 Gram-negative bacterial species including MDR and ESBL-producing strains, the selected carbapenem 1a possessed excellent in vitro activity except for MDR P. aeruginosa, and was comparable in potency to meropenem. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.039

文献信息

• Oxime derivatives
  申请人：Kaken Pharmaceutical Co., Ltd.

  公开号：US05276041A1

  公开（公告）日：1994-01-04

  An oxime derivative of the formula: ##STR1## wherein R is a hydrogen atom or a C.sub.1-5 alkyl group, R.sub.1 is a hydrogen atom, a C.sub.1-5 alkyl group or a carboxyl-protecting group, R.sub.2 is a hydrogen atom, a halogen atom, a hydroxyl group or an amino group, R.sub.3 is a C.sub.3-7 cycloalkyl group, R.sub.4 is a hydrogen atom, a halogen atom or a C.sub.1-4 alkoxy group, each of R.sub.5 and R.sub.6 which may be the same or different, is a hydrogen atom or a C.sub.1-5 alkyl group, or R.sub.5 and R.sub.6 together represent a C.sub.2-4 alkylene group which forms together with the adjacent carbon atom a C.sub.3-5 ring, provided that when R.sub.2 is a hydrogen atom, R.sub.4 is a C.sub.1-4 alkoxy group, m is an integer of 0 or 1, and n is an integer of from 1 to 3; or its pharmaceutically acceptable salt.

  一种公式为：##STR1##的肟衍生物，其中R是氢原子或C.sub.1-5烷基基团，R.sub.1是氢原子、C.sub.1-5烷基基团或羧基保护基团，R.sub.2是氢原子、卤素原子、羟基或氨基，R.sub.3是C.sub.3-7环烷基基团，R.sub.4是氢原子、卤素原子或C.sub.1-4烷氧基团，R.sub.5和R.sub.6中的每一个可能相同或不同，是氢原子或C.sub.1-5烷基基团，或者R.sub.5和R.sub.6一起表示一个C.sub.2-4烷基基团，与相邻的碳原子一起形成一个C.sub.3-5环，前提是当R.sub.2是氢原子时，R.sub.4是C.sub.1-4烷氧基团，m是0或1的整数，n是1到3的整数；或其药学上可接受的盐。
• Carbapenem derivatives
  申请人：Sankyo Company, Limited

  公开号：US04771046A1

  公开（公告）日：1988-09-13

  Carbapenem derivatives useful as antibacterial agents have the formula ##STR1## wherein: X represents a hydrogen atom or a methyl group; and Y represents a group of the formula: ##STR2## in which: Z represents an oxygen atom or two hydrogen atoms; R.sup.1 represents a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkanoyl group, or a C.sub.1-4 alkanesulfonyl group; R.sup.2 represents a hydrogen atom or a hydroxy group, and R.sup.3 represents a carbamoyl group; or R.sup.2 represents a carbamoyloxy group, and R.sup.3 represents a hydrogen atom or a carbamoyl group; R.sup.4 represents a hydrogen atom or a C.sub.1-4 alkyl group; and ##STR3## represents a 4-6 membered saturated heterocyclic group in which the indicated nitrogen atom is the only hetero-atom; or a pharmaceutically acceptable salt or ester thereof.

  具有抗菌作用的碳青霉烷衍生物的化学式为##STR1##其中：X代表氢原子或甲基基团；Y代表公式的基团：##STR2##其中：Z代表氧原子或两个氢原子；R.sup.1代表氢原子，C.sub.1-4烷基，C.sub.1-4酰基或C.sub.1-4烷基磺酰基；R.sup.2代表氢原子或羟基，R.sup.3代表氨基甲酰基；或R.sup.2代表氨基甲酰氧基，R.sup.3代表氢原子或氨基甲酰基；R.sup.4代表氢原子或C.sub.1-4烷基；以及##STR3##代表4-6个成员的饱和杂环基团，其中指示的氮原子是唯一的杂原子；或其药学上可接受的盐或酯。