silver (E)-2-acetamido-1-ethenethiolate | 72618-97-4

• 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: silver (E)-2-acetamido-1-ethenethiolate
• 英文别名: Silver (E)-2-acetamidoethenethiolate；silver;(E)-2-acetamidoethenethiolate
• CAS: 72618-97-4
• 化学式: Ag*C₄H₆NOS
• 分子量: 224.032
• InChiKey: IWPBLGBVLSFZPX-SQQVDAMQSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.14
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  30.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  silver (E)-2-acetamido-1-ethenethiolate 、 4-nitrobenzyl (5R,6R)-3-((diphenoxyphosphoryl)oxy)-6-(1-((((4-nitrobenzyl)oxy)carbonyl)oxy)ethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 在 sodium iodide 作用下， 以 乙腈 为溶剂， 生成 p-nitrobenzyl 2-(2-acetamidovinylthio)-6-[1-(p-nitrobenzyloxycarbonyloxy)ethyl]carbapen-2-em-3-carboxylate
  参考文献：
  名称：

  Kametani, Tetsuji; Huang, Shyh-Pyng; Nagahara, Takayasu, Heterocycles, 1981, vol. 16, # 1, p. 65 - 70

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(E)-2-tritylsulfanylethenyl]acetamide 以90%的产率得到
  参考文献：
  名称：

  BAXTER A. J. G.; PONSFORD R. J.; SOUTHGATE R., J. CHEM. SOC. CHEM. COMMUN., 1980, NO 10, 429-431

  摘要：

  DOI：

文献信息

• Total synthesis of dl-asparenomycins A, B and C, novel carbapenem antibiotics
  作者：Hisao Ona、Shoichiro Uyeo

  DOI：10.1016/s0040-4039(01)80220-3

  日期：1984.1

  Total synthesis of dl-asparenomycins was accomplished with direct conversion of carbonates 13a, 13b and 14a, 14b to asparenomycin esters 15 and 16 and carboxy deprotection by the AlCl3-anisole method.

  通过将碳酸盐13a，13b和14a，14b直接转化为天冬酰胺酯15和16并通过AlCl 3-茴香醚方法使羧基脱保护，从而完成dl-阿斯巴霉素的全合成。
• Antibacterial carbapenem compounds
  申请人：Shionogi & Co., Ltd.

  公开号：US04464299A1

  公开（公告）日：1984-08-07

  Antibacterial carbapenem compounds represented by the general formula ##STR1## wherein X is hydrogen or alkyl, A is hydrogen or alkyl, R is hydrogen or a monovalent substituent and COB is carboxy, its pharmaceutically acceptable ester or its alkali metal salt are prepared from the suitably substituted monocyclic 2-azetidinone by a Wittig cyclization or carbene-insertion cyclization to give Compounds(I) or by cleaving the dioxolane ring of above Compounds(I) with a strong base e.g. DEN or DBU to give above Compounds(II). Some other alterations of COB, R and side chain structure are also disclosed.

  抗菌碳青霉烯化合物的一般公式表示为##STR1##其中X为氢或烷基，A为氢或烷基，R为氢或一价取代基，COB为羧基，其药用可接受的酯或碱金属盐是通过适当取代的单环2-氮杂环丙酮经过Wittig环化或卡宾插入环化制备得到化合物(I)，或者通过用强碱如DEN或DBU裂解上述化合物(I)的二氧李环来得到上述化合物(II)。还公开了COB、R和侧链结构的一些其他改变。
• Synthesis of olivanic acid analogues. Preparation of 7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylates containing the 3-(2-acetamidoethenylthio) side chain
  作者：Andrew J. G. Baxter、Roger J. Ponsford、Robert Southgate

  DOI：10.1039/c39800000429

  日期：——

  2-Acetamidoethenylthioesters have been prepared from 4-carboxymethylazetidin-2-one and cyclised via an intramolecular Wittig reaction to provide 3-(2-acetamidoethenylthio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylates, closely related analogues of the naturally occurring antibiotic MM 13902 (1).

  由4-羧甲基氮杂环丁烷-2-酮制备2-乙酰氨基乙烯基硫代酸酯，并通过分子内Wittig反应环化以提供3-（2-乙酰氨基乙烯基硫代）-7-氧代-1-氮杂双环[3.2.0]庚-2-烯-2 -羧酸盐，与天然存在的抗生素MM 13902（1）密切相关的类似物。
• Carbapenem and penem antibiotics. I. Total synthesis and antibacterial activity of dl-asparenomycins A, B and C and related carbapenem antibiotics.
  作者：HISAO ONA、SHOICHIRO UYEO、KIYOSHI MOTOKAWA、TADASHI YOSHIDA

  DOI：10.1248/cpb.33.4346

  日期：——

  Racemic carbapenem antibiotics having a 1-(hydroxymethyl) ethylidene side-chain at C-6 [dl-asparenomycins A (54), B (37), C (53) and related compounds, 55, 56, 38, 59 and 45] were synthesized starting from the common intermediates 9a and 9b, and their antibacterial activities were examined. The synthesis involves transformation of a cyclic carbonate group into the 1-(hydroxymethyl) ethylidene moiety with a catalytic amount of 1, 8-diazabicyclo [5. 4. 0] undec-7-ene (DBU) in an appropriate solvent, and deblocking of the p-methoxybenzyl ester group by the AlCl3-anisole method.

  具有C-6位1-(羟甲基)乙烯叉侧链的手性碳青霉烯类抗生素[dl-天冬霉素A（54）、B（37）、C（53）及相关化合物，55、56、38、59和45]从共同中间体9a和9b开始合成，并测试了它们的抗菌活性。合成过程包括在适当溶剂中使用少量1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）将环碳酸酯基团转化为1-(羟甲基)乙烯叉基团，以及通过AlCl3-茴香醚方法去保护对甲氧基苄酯基团。
• Total synthesis of olivanic acids and related compounds: preparation of (±)-MM 22383 and (±)-N-acetyldehydrothienamycin
  作者：Roger J. Ponsford、Robert Southgate

  DOI：10.1039/c39800001085

  日期：——

  7-(1-Hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo[4.2.0]octanespiro-2-cyclohexane has been elaborated to provide appropriately substituted thioester-phosphoranes; these have been cyclised via an intramolecular Wittig reaction and the products deprotected to furnish (±)-MM-22383 and (±)-N-acetyldehydrothienamycin.

  精心制备了7-（1-羟乙基）-8-氧代-3-氧杂-1-氮杂双环[4.2.0]辛烷螺-2-环己烷，以提供适当取代的硫酯-膦酸酯；这些已通过分子内Wittig反应环化，并且将产物脱保护以提供（±）-MM-22383和（±）-N-乙酰基脱氢噻吩霉素。