3-[(Z)-Methoxyimino]-pyrrolidine-1-carboxylic acid tert-butyl ester | 654638-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-[(Z)-Methoxyimino]-pyrrolidine-1-carboxylic acid tert-butyl ester
• 英文别名: 1-(t-Butoxycarbonyl)-3-methoxyiminopyrrolidine；tert-butyl 3-methoxyiminopyrrolidine-1-carboxylate
• CAS: 654638-70-7
• 化学式: C₁₀H₁₈N₂O₃
• 分子量: 214.265
• InChiKey: BALIYCNWBKKVIO-UHFFFAOYSA-N

物化性质

• 沸点：
  287.3±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(Z)-Methoxyimino]-pyrrolidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 Pyrrolidin-3-one O-methyl-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：

  二碳酸二叔丁酯 在 水 、 sodium ethanolate 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 3-[(Z)-Methoxyimino]-pyrrolidine-1-carboxylic acid tert-butyl ester
  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

• Design, synthesis and antitubercular evaluation of benzothiazinones containing an oximido or amino nitrogen heterocycle moiety
  作者：Rui Zhang、Kai Lv、Bin Wang、Linhu Li、Bo Wang、Mingliang Liu、Huiyuan Guo、Apeng Wang、Yu Lu

  DOI：10.1039/c6ra25712g

  日期：——

  A series of 8-nitro-6-(trifluoromethyl)-1,3-benzothiazin-4-ones (BTZs) bearing an oximido or amino nitrogen heterocycle moiety through modifications at the C-2 position of BTZ043 and BPTZ169 were designed and synthesized as new antitubercular agents.

  一系列具有氧肟基或氨基氮杂环基团的8-硝基-6-(三氟甲基)-1,3-苯并噻嗪-4-酮（BTZs），通过对BTZ043和BPTZ169的C-2位置进行改造设计和合成，作为新的抗结核药剂。
• 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。