p-methoxybenzyl baconipyrone C | 275356-01-9

• 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: p-methoxybenzyl baconipyrone C
• 英文别名: [(4S,6S)-4,6-dimethyl-3,7-dioxononan-5-yl] (2S,3S,4R,6R)-6-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-3-[(4-methoxyphenyl)methoxy]-2,4-dimethyl-5-oxoheptanoate
• CAS: 275356-01-9
• 化学式: C₃₇H₅₂O₉
• 分子量: 640.814
• InChiKey: YTCGXJZHSMQWGI-XEAXVVRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  46
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  p-methoxybenzyl baconipyrone C 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到baconipyrone C
  参考文献：
  名称：

  Total synthesis of (−)-baconipyrone C

  摘要：

  A highly stereoselective asymmetric total synthesis of marine polypropionate (-)-baconipyrone C has been achieved. Utilization of desymmetrization technique to create five stereogenic centres, Sharpless epoxidation, Gilman's reaction and resolution of methyl group using enzyme PS-C is the highlight of the synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.049
• 作为产物：
  描述：

  (-)-(4S,6S)-4,6-dimethyl-5-hydroxynonan-3,7-dione 、 (2S,3S,4R,6R)-6-(6-ethyl-3,5-dimethyl-4-oxo-4H-2-pyranyl)-3-(4-methoxybenzyloxy)-2,4-dimethyl5-oxoheptanoic acid 在 2,4,6-三氯苯甲酰氯 、 三乙胺 、 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 0.33h， 以35%的产率得到p-methoxybenzyl baconipyrone C
  参考文献：
  名称：

  Total synthesis of (−)-baconipyrone C

  摘要：

  A highly stereoselective asymmetric total synthesis of marine polypropionate (-)-baconipyrone C has been achieved. Utilization of desymmetrization technique to create five stereogenic centres, Sharpless epoxidation, Gilman's reaction and resolution of methyl group using enzyme PS-C is the highlight of the synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.049

文献信息

• Total synthesis of (−)-baconipyrone C
  作者：J.S. Yadav、K. Sathaiah、R. Srinivas

  DOI：10.1016/j.tet.2008.12.049

  日期：2009.4

  A highly stereoselective asymmetric total synthesis of marine polypropionate (-)-baconipyrone C has been achieved. Utilization of desymmetrization technique to create five stereogenic centres, Sharpless epoxidation, Gilman's reaction and resolution of methyl group using enzyme PS-C is the highlight of the synthesis. (C) 2009 Elsevier Ltd. All rights reserved.