(6R)-7t-[2-(5-aminomethyl-thiophen-2-yl)-acetylamino]-3-methoxycarbonylmethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 63760-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R)-7t-[2-(5-aminomethyl-thiophen-2-yl)-acetylamino]-3-methoxycarbonylmethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 英文别名: (6R,7R)-7-[[2-[5-(aminomethyl)thiophen-2-yl]acetyl]amino]-3-(2-methoxy-2-oxoethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS: 63760-69-0
• 化学式: C₁₇H₁₉N₃O₆S₂
• 分子量: 425.486
• InChiKey: SDANOOSVAKUMEE-CZUORRHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  193
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  [5-(tert-butoxycarbonylamino-methyl)-thiophen-2-yl]-acetic acid 、 (6R)-7t-amino-3-methoxycarbonylmethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 生成 (6R)-7t-[2-(5-aminomethyl-thiophen-2-yl)-acetylamino]-3-methoxycarbonylmethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Neue ?-Lactam-Antibiotika. Zur Funktionalisierung von 3-Hydroxy-3-cephem-4-carbons�ureestern durch dieWittig-Reaktion. Modifikationen von Antibiotika. 16. Mitteilung [1]

  摘要：

  New β‐lactam antibiotics. Functionalisation of 3‐hydroxy‐3‐cephem‐4‐carboxylic esters through the Wittig reactionThe 3‐hydroxy‐ceph‐3‐em‐esters 1a, b reacted smoothly with stabilized phosphor‐ylids to give a series of derivatives which were converted into the microbiologically active acids 14a, c, 15c and 20 by known procedures. The synthesis of the amides 23, 24, 26 and of the ester 28 from the 3‐carboxymethyl‐derivative 19 is also reported.

  DOI：

  10.1002/hlca.19770600508

文献信息

• US4248868A
  申请人：——

  公开号：US4248868A

  公开（公告）日：1981-02-03
• Neue ?-Lactam-Antibiotika. Zur Funktionalisierung von 3-Hydroxy-3-cephem-4-carbons�ureestern durch dieWittig-Reaktion. Modifikationen von Antibiotika. 16. Mitteilung [1]
  作者：Riccardo Scartazzini

  DOI：10.1002/hlca.19770600508

  日期：1977.7.13

  New β‐lactam antibiotics. Functionalisation of 3‐hydroxy‐3‐cephem‐4‐carboxylic esters through the Wittig reactionThe 3‐hydroxy‐ceph‐3‐em‐esters 1a, b reacted smoothly with stabilized phosphor‐ylids to give a series of derivatives which were converted into the microbiologically active acids 14a, c, 15c and 20 by known procedures. The synthesis of the amides 23, 24, 26 and of the ester 28 from the 3‐carboxymethyl‐derivative 19 is also reported.