Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-{(2R,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester | 389860-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-{(2R,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3R,4S,6S)-3-acetyloxy-6-[(2R,3R,4S,6S)-4-[tert-butyl(dimethyl)silyl]oxy-6-[[(2R,3R,4S)-4-[tert-butyl(dimethyl)silyl]oxy-2-methyl-3,4-dihydro-2H-pyran-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-4-yl] acetate
• CAS: 389860-87-1
• 化学式: C₃₄H₆₂O₁₁Si₂
• 分子量: 703.031
• InChiKey: BAHRWKIAKXPWJL-AGEUSSFWSA-N

物化性质

• 沸点：
  636.2±55.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-{(2R,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester 在 1-甲基吡咯烷 、 氟化铵 、 氢溴酸 、 sodium methylate 、 三苯基膦 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 洋地黄毒苷
  参考文献：
  名称：

  Convergent Synthesis of Digitoxin: Stereoselective Synthesis and Glycosylation of the Digoxin Trisaccharide Glycal This research was supported by the U.S. National Institutes of Health (CA-59703). F.E.M. also thanks Novartis Pharmaceuticals for unrestricted additional funding (Grant Program for the Support of Academic Research in Synthetic Organic Chemistry).

  摘要：

  DOI：

  10.1002/1521-3773(20011001)40:19<3653::aid-anie3653>3.0.co;2-w
• 作为产物：
  描述：

  Benzoic acid (1R,2R,3S)-2-[(2S,4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester 在 六羰基钨 三乙烯二胺 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 氢溴酸 、 二异丁基氢化铝 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 Acetic acid (2R,3R,4S,6S)-3-acetoxy-6-{(2R,3R,4S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-6-[(2R,3R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-2-methyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Convergent Synthesis of Digitoxin: Stereoselective Synthesis and Glycosylation of the Digoxin Trisaccharide Glycal This research was supported by the U.S. National Institutes of Health (CA-59703). F.E.M. also thanks Novartis Pharmaceuticals for unrestricted additional funding (Grant Program for the Support of Academic Research in Synthetic Organic Chemistry).

  摘要：

  DOI：

  10.1002/1521-3773(20011001)40:19<3653::aid-anie3653>3.0.co;2-w