hypochlorous O-(2,2,2-trichloro-ethyl)-carbonic thioanhydride | 65293-26-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: hypochlorous O-(2,2,2-trichloro-ethyl)-carbonic thioanhydride
• 英文别名: S-chloro-thiocarbonic acid O-(2,2,2-trichloro-ethyl) ester；β,β,β-Trichlorethoxycarbonylsulfenylchlorid；chloro-(2,2,2-trichloro-ethoxycarbonyl)-sulfane；beta,beta,beta-Trichloroethoxycarbonylsulfenyl Chloride；2,2,2-trichloroethyl chlorosulfanylformate
• CAS: 65293-26-7
• 化学式: C₃H₂Cl₄O₂S
• 分子量: 243.926
• InChiKey: PPFZXOFKHIFBMW-UHFFFAOYSA-N

物化性质

• 沸点：
  243.0±40.0 °C(Predicted)
• 密度：
  1.728±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  hypochlorous O-(2,2,2-trichloro-ethyl)-carbonic thioanhydride 、 7-Aminocephalosporanic acid t-butyl ester 生成 (6R)-3-acetoxymethyl-7ξ-chloro-8-oxo-7ξ-(2,2,2-trichloro-ethoxycarbonylsulfanyl)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Reaction of 6(7)-diazopenicillanates and diazocephalosporanates with sulfenyl chlorides. Preparation of 6(7).alpha.-methoxy-substituted thiol penicillanates and thiol cephalosporanates

  摘要：

  DOI：

  10.1021/jo00405a026
• 作为产物：
  描述：

  2,2,2-三氯乙醇 、 氯羰基亚磺酰氯 生成 hypochlorous O-(2,2,2-trichloro-ethyl)-carbonic thioanhydride
  参考文献：
  名称：

  Reaction of 6(7)-diazopenicillanates and diazocephalosporanates with sulfenyl chlorides. Preparation of 6(7).alpha.-methoxy-substituted thiol penicillanates and thiol cephalosporanates

  摘要：

  DOI：

  10.1021/jo00405a026

文献信息

• Sulphur analogs of cephalosporins having a nucleophile substituted in
  申请人：Massachusetts Institute of Technology

  公开号：US04381300A1

  公开（公告）日：1983-04-26

  Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6- position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7- position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.

  通过将磺酰氯与二氮杂青霉酸酯反应，可以制备在6位取代有亲核试剂的6-氨基青霉酸的生物活性硫类似物。类似地，通过将磺酰氯与7-双氮杂头孢菌酸酯反应，可以制备在7位取代有亲核试剂的7-氨基头孢菌酸的生物活性硫类似物。通过将青霉素的噻唑烷环的亚砜重排为头孢菌素的二氢噻嗪环，可以从对应的6-氨基青霉酸及其衍生物中形成去乙酰头孢菌素。这些青霉素和头孢菌素的亲核试剂取代硫类似物是新的抗菌剂，并且对多种微生物显示抗菌活性。
• Sulphur analogs of penicillins having a nucleophile substituted in the 6
  申请人：Massachusetts Institute of Technology

  公开号：US04265882A1

  公开（公告）日：1981-05-05

  Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6-position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7-position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.

  通过将磺酰氯与二氮杆菌素酸酯反应，制备出在6位替代核苷的6-氨基青霉烷酸的生物活性硫类似物。类似地，通过将磺酰氯与7-双氮杆菌素酸酯反应，制备出在7位替代核苷的7-氨基头孢菌素的生物活性硫类似物。通过将青霉素的噻唑烷环的亚砜重排到头孢菌素的二氢噻唑环中，可以从相应的6-氨基青霉烷酸及其衍生物中形成去乙酰头孢菌素。这些替代核苷的硫类似物的青霉素和头孢菌素是新的抗菌剂，并对各种微生物表现出抗菌活性。
• SHEEHAN, J. C.;COMMONS, T. J.
  作者：SHEEHAN, J. C.、COMMONS, T. J.

  DOI：——

  日期：——
• US4265882A
  申请人：——

  公开号：US4265882A

  公开（公告）日：1981-05-05
• US4381300A
  申请人：——

  公开号：US4381300A

  公开（公告）日：1983-04-26