benzoic acid 2-(1-{4-[5-(3-amino-phenyl)-thiazol-2-yl]-butyl}-4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester | 484672-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzoic acid 2-(1-{4-[5-(3-amino-phenyl)-thiazol-2-yl]-butyl}-4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester
• CAS: 484672-28-8
• 化学式: C₅₀H₆₈N₄O₁₁S
• 分子量: 933.176
• InChiKey: BCWBGKOJBYGPLQ-YDHIMSKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.39
• 重原子数：
  66.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  186.12
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  benzoic acid 2-(1-{4-[5-(3-amino-phenyl)-thiazol-2-yl]-butyl}-4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester 在 甲醇 作用下， 反应 22.0h， 生成 (1S,2R,5R,7R,8R,9R,11R,13R,14R)-15-[4-[5-(3-aminophenyl)-1,3-thiazol-2-yl]butyl]-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-9-methoxy-5,7,9,11,13-pentamethyl-3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone
  参考文献：
  名称：

  Synthesis and antibacterial activity of C12 des-methyl ketolides

  摘要：

  Synthesis of C-12 des-methyl ketolide is developed featuring an intramolecular epoxide formation/elimination process to establish the C-12 stereocenter. These ketolides are potent against several key respiratory pathogens, including erythromycin resistant erm- and mef-containing strains of Streptococcus pneumoniae. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.104
• 作为产物：
  描述：

  Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3R,5R,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-12-hydroxy-13-methanesulfonyloxy-7-methoxy-3,5,7,9,11-pentamethyl-2,4,10-trioxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester 在 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 55.42h， 生成 benzoic acid 2-(1-{4-[5-(3-amino-phenyl)-thiazol-2-yl]-butyl}-4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis and antibacterial activity of C12 des-methyl ketolides

  摘要：

  Synthesis of C-12 des-methyl ketolide is developed featuring an intramolecular epoxide formation/elimination process to establish the C-12 stereocenter. These ketolides are potent against several key respiratory pathogens, including erythromycin resistant erm- and mef-containing strains of Streptococcus pneumoniae. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.104