prop-2-enyl (6S,7S)-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-7-(tritylamino)-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | 1393717-50-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: prop-2-enyl (6S,7S)-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-7-(tritylamino)-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 1393717-50-4
• 化学式: C₃₃H₃₂N₆O₅S
• 分子量: 624.72
• InChiKey: RTIRPQPZZNRBOT-IAPPQJPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  prop-2-enyl (6S,7S)-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-7-(tritylamino)-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 36.0h， 生成 prop-2-enyl (6S,7S)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-ethoxyiminoacetyl]amino]-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  Design, synthesis and antibacterial activities of a series of new 2-oxaisocephems

  摘要：

  A series of 2-oxaisocephems with a thio-substituted methyl group at the 3-position and a [2-(5-amino-1,2,4-thiadizol-3-yl)-2-(Z)-alkoxyimino]acetamido moiety at 7-position were synthesized and tested for their antibacterial activities. The analogs 17c and 17f have well-balanced potency and significantly enhanced activity as compared with the reference compound ceftazidime. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.040
• 作为产物：
  描述：

  烯丙基2-溴乙酸乙酯 在 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 四丁基溴化铵 、 sodium hexamethyldisilazane 、 三苯基膦 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 0.75h， 生成 prop-2-enyl (6S,7S)-3-[[1-(2-hydroxyethyl)tetrazol-5-yl]sulfanylmethyl]-8-oxo-7-(tritylamino)-4-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  Design, synthesis and antibacterial activities of a series of new 2-oxaisocephems

  摘要：

  A series of 2-oxaisocephems with a thio-substituted methyl group at the 3-position and a [2-(5-amino-1,2,4-thiadizol-3-yl)-2-(Z)-alkoxyimino]acetamido moiety at 7-position were synthesized and tested for their antibacterial activities. The analogs 17c and 17f have well-balanced potency and significantly enhanced activity as compared with the reference compound ceftazidime. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.040