(2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol | 845536-46-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol
• 英文别名: (2R,3R)-2-methyl-3-triethylsilyloxy-3-[2,3,5-trimethoxy-6-[(2S,3S,5S)-2-(methoxymethoxy)-3,5-dimethyl-6-phenylmethoxyhexyl]-4-methylphenyl]propan-1-ol
• CAS: 845536-46-1
• 化学式: C₃₇H₆₂O₈Si
• 分子量: 662.98
• InChiKey: IRIARESTJKWIRF-IIYRJYHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.12
• 重原子数：
  46
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  84.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 (2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropanal
  参考文献：
  名称：

  Application of the Dötz Reaction to Construction of a Major Portion of the Ansa Macrocycle (−)-Kendomycin

  摘要：

  A Dotz reaction employing a terminal alkyne and a Fischer-type alkenylchromium carbenoid led to a pentasubstituted benzene from which a major portion of the Streptomyces metabolite (-)-kendomycin was synthesized.

  DOI：

  10.1021/ol047779s
• 作为产物：
  描述：

  2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以89%的产率得到(2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol
  参考文献：
  名称：

  Application of the Dötz Reaction to Construction of a Major Portion of the Ansa Macrocycle (−)-Kendomycin

  摘要：

  A Dotz reaction employing a terminal alkyne and a Fischer-type alkenylchromium carbenoid led to a pentasubstituted benzene from which a major portion of the Streptomyces metabolite (-)-kendomycin was synthesized.

  DOI：

  10.1021/ol047779s

文献信息

• Application of the Dötz Reaction to Construction of a Major Portion of the Ansa Macrocycle (−)-Kendomycin
  作者：James D. White、Helmars Smits

  DOI：10.1021/ol047779s

  日期：2005.1.1

  A Dotz reaction employing a terminal alkyne and a Fischer-type alkenylchromium carbenoid led to a pentasubstituted benzene from which a major portion of the Streptomyces metabolite (-)-kendomycin was synthesized.