carbonic acid benzyl ester 4-(benzyloxycarbonyl-methyl-amino)-2-(4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-14-phenylcarbamoylmethoxyimino-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-10-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester | 872214-84-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: carbonic acid benzyl ester 4-(benzyloxycarbonyl-methyl-amino)-2-(4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-14-phenylcarbamoylmethoxyimino-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-10-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester
• CAS: 872214-84-1
• 化学式: C₅₄H₆₉N₃O₁₆
• 分子量: 1016.15
• InChiKey: WBWWRIQQMLNGJR-JRVSHWNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.42
• 重原子数：
  73.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  222.35
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  carbonic acid benzyl ester 4-(benzyloxycarbonyl-methyl-amino)-2-(4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-14-phenylcarbamoylmethoxyimino-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-10-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester 在 palladium dihydroxide acetate buffer 、 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041
• 作为产物：
  描述：

  在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 、 叔丁醇 为溶剂， 反应 7.25h， 生成 carbonic acid benzyl ester 4-(benzyloxycarbonyl-methyl-amino)-2-(4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-14-phenylcarbamoylmethoxyimino-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-10-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  A new type of ketolides bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether synthesis and structure–activity relationships

  摘要：

  A new type of ketolides, bearing an N-aryl-alkyl acetamide moiety at the C-9 iminoether and a cyclic carbonate at the G 11, 12 position was prepared and the antibacterial activities of the compounds were evaluated. Some of the derivatives showed potent antibacterial activity against both Haemophilus influenzae and Streptococcus pneumoniae, which are clinically important respiratory tract pathogens. Among the derivatives prepared, compound 5s with a quinolin-4-yl moiety was found to have potent and well-balanced activity against S. pneumoniae and H. influenzae including erythromycin-resistant strains. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.041