Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,3S)-3-ethynyl-3,5,12-trihydroxy-7,10-dimethyl-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester | 405218-58-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,3S)-3-ethynyl-3,5,12-trihydroxy-7,10-dimethyl-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester
• CAS: 405218-58-8
• 化学式: C₃₆H₃₆O₁₅
• 分子量: 708.673
• InChiKey: NYIAPLWVHSJBDR-PVSQHDKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  51.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  218.49
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,3S)-3-ethynyl-3,5,12-trihydroxy-7,10-dimethyl-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester 在 盐酸 、 硫酸 、 mercury(II) oxide 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 53.0h， 生成 (+)-4-demethoxy-1,4-dimethyldaunomycinone
  参考文献：
  名称：

  Enantioselective synthesis of (+)-4-Demethoxy-1,4-Dimethyldaunomycinone

  摘要：

  +)-4-Demethoxy-1,4-dimethyldaunomycinone 1 was synthesized using a convergent approach. Here, the key tetracyclic compound 10 was assembled by way of a Diels-Alder reaction using the sugar-based diene 8 and the quinizarin-related dienophile 7. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00316-9
• 作为产物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,4aR,12aR)-6,11-dihydroxy-7,10-dimethyl-3,5,12-trioxo-1,2,3,4,4a,5,12,12a-octahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester 在 lead(IV) acetate 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 61.5h， 生成 Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((1S,3S)-3-ethynyl-3,5,12-trihydroxy-7,10-dimethyl-6,11-dioxo-1,2,3,4,6,11-hexahydro-naphthacen-1-yloxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Enantioselective synthesis of (+)-4-Demethoxy-1,4-Dimethyldaunomycinone

  摘要：

  +)-4-Demethoxy-1,4-dimethyldaunomycinone 1 was synthesized using a convergent approach. Here, the key tetracyclic compound 10 was assembled by way of a Diels-Alder reaction using the sugar-based diene 8 and the quinizarin-related dienophile 7. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00316-9