[(2R)-1-[(2S,4S,6S)-6-[(2S,3S,4S)-5-methoxy-3-(methoxymethoxy)-4-methyl-5-oxopentan-2-yl]-2-phenyl-1,3-dioxan-4-yl]propan-2-yl] benzoate | 1286242-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2R)-1-[(2S,4S,6S)-6-[(2S,3S,4S)-5-methoxy-3-(methoxymethoxy)-4-methyl-5-oxopentan-2-yl]-2-phenyl-1,3-dioxan-4-yl]propan-2-yl] benzoate
• CAS: 1286242-17-8
• 化学式: C₂₉H₃₈O₈
• 分子量: 514.616
• InChiKey: UVRHZTORHDOFJC-YLMKFLICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R)-1-[(2S,4S,6S)-6-[(2S,3S,4S)-5-methoxy-3-(methoxymethoxy)-4-methyl-5-oxopentan-2-yl]-2-phenyl-1,3-dioxan-4-yl]propan-2-yl] benzoate 在 吡啶 、 咪唑 、 platinum(IV) oxide 、 lithium aluminium tetrahydride 、 四丁基氟化铵 、 氢气 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 [(2R,4S,6S,7S,8R,9R)-6-acetyloxy-4-(1-ethoxyethoxy)-10-hydroxy-8-(methoxymethoxy)-7,9-dimethyldecan-2-yl] acetate
  参考文献：
  名称：

  Synthetic Studies of Lepranthin, a Lichen-Produced Dimeric Macrolide. Stereoselective Synthesis of a Seco-Acid Based on Stereospecific Epoxide-Opening Reactions

  摘要：

  The stereoselective synthesis of a seco-acid derivative of lepranthin (1), a lichen-produced unique 16-membered dimeric macrolide, is described wherein all asymmetric carbon centers were constructed in a highly stereoselective manner, respectively, by using different epoxide-opening reactions of the alpha,beta-unsaturated gamma,delta-epoxy ester system and an epoxy alcohol derivative as the key steps.[GRAPHICS].

  DOI：

  10.3987/com-10-12106
• 作为产物：
  描述：

  methyl (R,E)-4-((2S,4S,6R)-6-((R)-2-((tert-butyldiphenylsilyl)oxy)propyl)-2-phenyl-1,3-dioxan-4-yl)pent-2-enoate 在 吡啶 、 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium chlorite 、 sodium dihydrogenphosphate dihydrate 、 2-甲基-2-丁烯 、 L-(+)-酒石酸二乙酯 、 碘苯二乙酸 、 四丁基氟化铵 、 copper(l) cyanide 、 二异丁基氢化铝 、 溶剂黄146 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 生成 [(2R)-1-[(2S,4S,6S)-6-[(2S,3S,4S)-5-methoxy-3-(methoxymethoxy)-4-methyl-5-oxopentan-2-yl]-2-phenyl-1,3-dioxan-4-yl]propan-2-yl] benzoate
  参考文献：
  名称：

  Synthetic Studies of Lepranthin, a Lichen-Produced Dimeric Macrolide. Stereoselective Synthesis of a Seco-Acid Based on Stereospecific Epoxide-Opening Reactions

  摘要：

  The stereoselective synthesis of a seco-acid derivative of lepranthin (1), a lichen-produced unique 16-membered dimeric macrolide, is described wherein all asymmetric carbon centers were constructed in a highly stereoselective manner, respectively, by using different epoxide-opening reactions of the alpha,beta-unsaturated gamma,delta-epoxy ester system and an epoxy alcohol derivative as the key steps.[GRAPHICS].

  DOI：

  10.3987/com-10-12106

文献信息

• Synthetic Studies of Lepranthin, a Lichen-Produced Dimeric Macrolide. Stereoselective Synthesis of a Seco-Acid Based on Stereospecific Epoxide-Opening Reactions
  作者：Shinji Nagumo、Masaaki Miyashita、Hisashi Takada、Eiko Yasui、Megumi Mizukami

  DOI：10.3987/com-10-12106

  日期：——

  The stereoselective synthesis of a seco-acid derivative of lepranthin (1), a lichen-produced unique 16-membered dimeric macrolide, is described wherein all asymmetric carbon centers were constructed in a highly stereoselective manner, respectively, by using different epoxide-opening reactions of the alpha,beta-unsaturated gamma,delta-epoxy ester system and an epoxy alcohol derivative as the key steps.[GRAPHICS].