[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(3Z,5S,6S,7R,9R,10R,11E,13E,16R)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-[2-(prop-2-enylamino)ethyl]-1-oxacyclohexadeca-3,11,13-trien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate | 1196808-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(3Z,5S,6S,7R,9R,10R,11E,13E,16R)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-[2-(prop-2-enylamino)ethyl]-1-oxacyclohexadeca-3,11,13-trien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
• CAS: 1196808-50-0
• 化学式: C₄₃H₇₂N₂O₁₂
• 分子量: 809.051
• InChiKey: BFYRGPHPJXBSGP-AEUSZBOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  57
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  175
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 120.0h， 生成 [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-[[(3Z,5S,6S,7R,9R,10R,11E,13E,16R)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-[2-(prop-2-enylamino)ethyl]-1-oxacyclohexadeca-3,11,13-trien-6-yl]oxy]-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
  参考文献：
  名称：

  Unexpected α,β-unsaturated products of reductive amination of the macrolide antibiotic josamycin

  摘要：

  Reductive amination of the macrolide antibiotic josamycin with alkyl amines, using three different reducing agents: NaBH3CN, NaBH4 and NaBH(OAc)(3), yields surprisingly different major products which are identified as either Lewis complexes, aminoalkyl derivatives or alpha,beta-unsaturated derivatives of josamycin by H-1 and C-13 NMR, FT-IR and ESI MS methods. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.118

文献信息

• Unexpected α,β-unsaturated products of reductive amination of the macrolide antibiotic josamycin
  作者：Piotr Przybylski、Krystian Pyta、Bogumil Brzezinski

  DOI：10.1016/j.tetlet.2009.08.118

  日期：2009.11

  Reductive amination of the macrolide antibiotic josamycin with alkyl amines, using three different reducing agents: NaBH3CN, NaBH4 and NaBH(OAc)(3), yields surprisingly different major products which are identified as either Lewis complexes, aminoalkyl derivatives or alpha,beta-unsaturated derivatives of josamycin by H-1 and C-13 NMR, FT-IR and ESI MS methods. (C) 2009 Elsevier Ltd. All rights reserved.