3-[10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester | 574743-46-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester
• CAS: 574743-46-7
• 化学式: C₄₆H₇₀N₄O₁₃
• 分子量: 887.081
• InChiKey: OPBMOCLXMCIPKE-HVGVWEHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  63.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  190.06
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  3-[10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester 在 palladium dihydroxide 甲醇 、 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 、 环己烯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 55.0h， 生成
  参考文献：
  名称：

  Synthesis of 9-oxime-11,12-carbamate ketolides Through a novel N-deamination reaction of 11,12-hydrazonocarbamate ketolide

  摘要：

  A series of 9-oxime-11,12-carbamate ketolides was synthesized for the first time through a key 11,12-hydrazonocarbamate intermediate that was first oximated and further deaminated to give the corresponding carbamate. The N-N bond cleavage was achieved through an original new reaction using glycoaldehyde dimer as deaminating reagent. The new compounds synthesized were shown to display improved antibacterial activities against Streptococcus pneumoniae and S. pyogenes resistant to erythromycin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00147-0
• 作为产物：
  描述：

  (3R)-(aminooxy)-1-(carbobenzyloxy)piperidine 在 乙醇醛二聚体 、 盐酸 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 159.0h， 生成 3-[10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-14-ylideneaminooxy]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthesis of 9-oxime-11,12-carbamate ketolides Through a novel N-deamination reaction of 11,12-hydrazonocarbamate ketolide

  摘要：

  A series of 9-oxime-11,12-carbamate ketolides was synthesized for the first time through a key 11,12-hydrazonocarbamate intermediate that was first oximated and further deaminated to give the corresponding carbamate. The N-N bond cleavage was achieved through an original new reaction using glycoaldehyde dimer as deaminating reagent. The new compounds synthesized were shown to display improved antibacterial activities against Streptococcus pneumoniae and S. pyogenes resistant to erythromycin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00147-0