O-[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl] methylsulfanylmethanethioate | 190780-68-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl] methylsulfanylmethanethioate
• CAS: 190780-68-8
• 化学式: C₃₂H₅₇NO₁₀S₂
• 分子量: 679.937
• InChiKey: UICXMWWBLBGSGT-YDRHQVRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  202
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  O-[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl] methylsulfanylmethanethioate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Novel 3-deoxy-3-descladinosyl-6-O-methyl erythromycin a analogues. Synthesis and in vitro activity

  摘要：

  A series of novel 3-deoxy-3-des-cladinosyl-6-O-methyl erythromycin A analogues has been synthesized and evaluated in vitro for antibacterial activity. These analogues were readily synthesized by tributyltin hydride-mediated radical reduction of a 3-O-xanthyl intermediate to afford the 3-deoxy macrolide. A number of oxime, carbonate, and carbamate derivatives were synthesized and evaluated for antibacterial activity. Overall, these analogues had fairly good antibacterial activity against gram-positive bacteria, although they were generally less potent than the corresponding 3-O-cladinosyl or 3-keto analogues. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)00078-4
• 作为产物：
  描述：

  二硫化碳 、 克拉霉素 、 碘甲烷 在 盐酸 、 sodium hydride 作用下， 生成 O-[(3R,4S,5S,6R,7R,9R,11R,12R,13S,14R)-6-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-14-ethyl-12,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxo-oxacyclotetradec-4-yl] methylsulfanylmethanethioate
  参考文献：
  名称：

  Novel 3-deoxy-3-descladinosyl-6-O-methyl erythromycin a analogues. Synthesis and in vitro activity

  摘要：

  A series of novel 3-deoxy-3-des-cladinosyl-6-O-methyl erythromycin A analogues has been synthesized and evaluated in vitro for antibacterial activity. These analogues were readily synthesized by tributyltin hydride-mediated radical reduction of a 3-O-xanthyl intermediate to afford the 3-deoxy macrolide. A number of oxime, carbonate, and carbamate derivatives were synthesized and evaluated for antibacterial activity. Overall, these analogues had fairly good antibacterial activity against gram-positive bacteria, although they were generally less potent than the corresponding 3-O-cladinosyl or 3-keto analogues. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)00078-4

文献信息

• Novel 3-deoxy-3-descladinosyl-6-O-methyl erythromycin a analogues. Synthesis and in vitro activity
  作者：Richard L. Elliott、Daisy Pireh、Angela M. Nilius、Pauline M. Johnson、Robert K. Flamm、Daniel T.W. Chu、Jacob J. Plattner、Yat Sun Or

  DOI：10.1016/s0960-894x(97)00078-4

  日期：1997.3

  A series of novel 3-deoxy-3-des-cladinosyl-6-O-methyl erythromycin A analogues has been synthesized and evaluated in vitro for antibacterial activity. These analogues were readily synthesized by tributyltin hydride-mediated radical reduction of a 3-O-xanthyl intermediate to afford the 3-deoxy macrolide. A number of oxime, carbonate, and carbamate derivatives were synthesized and evaluated for antibacterial activity. Overall, these analogues had fairly good antibacterial activity against gram-positive bacteria, although they were generally less potent than the corresponding 3-O-cladinosyl or 3-keto analogues. (C) 1997 Elsevier Science Ltd. All rights reserved.