(6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(diethylcarbamoyl-methyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester | 63760-46-3

• 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: (6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(diethylcarbamoyl-methyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS: 63760-46-3
• 化学式: C₃₉H₄₄N₄O₇S
• 分子量: 712.867
• InChiKey: PAMVRXWTMCATBU-PCJZJSDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  51.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  134.35
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(diethylcarbamoyl-methyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 在 苯甲醚 、 三氟乙酸 作用下， 生成 (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-(diethylcarbamoyl-methyl)-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
• 作为产物：
  描述：

  (6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(4-nitro-benzyloxycarbonylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 在 palladium on activated charcoal 氢气 作用下， 生成 (6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(diethylcarbamoyl-methyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  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