(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane | 159751-71-0

• 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: (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane
• CAS: 159751-71-0
• 化学式: C₂₇H₃₇ClO₄
• 分子量: 461.041
• InChiKey: MCZMSDWUVVKZFT-WQLLKYAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.76
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane 在 sodium chlorite 、 sodium dihydrogenphosphate 、 N-氯代丁二酰亚胺 、 正丁基锂 、 2-甲基-2-丁烯 、 pyridine-SO3 complex 、 水 、 silver nitrate 、 二甲基亚砜 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 水 、 乙腈 、 叔丁醇 为溶剂， 生成 (5R)-2-[(3S,4R,5S,8S)-4-hydroxy-8-methoxy-3,5-dimethyl-8-(3-phenylmethoxyphenyl)oct-1-ynyl]-3,3,5-trimethyl-6-oxocyclohexene-1-carboxylic acid
  参考文献：
  名称：

  Synthetic study on oscillatoxin D: Construction of the C1–C26 spiroether segment by intramolecular aldol condensation and Michael-type addition

  摘要：

  The C-1-C-7 segment (10) and the C-8-C-21 segment (14) of oscillatoxin D have been synthesized efficiently. The acyclic compound obtained by coupling of these two segments, has been converted int the C-1-C-26 spiroether (18) possessing the same stereogenic centers of oscillatoxin D. The construction of the spiroether has been achieved by intramolecular aldol condensation and Michael-type addition as key steps.

  DOI：

  10.1016/s0040-4039(00)73355-7
• 作为产物：
  描述：

  {(4R,5R,6R)-6-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol 在 四氯化碳 、 三苯基膦 作用下， 以99%的产率得到(4R,5R,6R)-4-[(1S,4S)-4-(3-Benzyloxy-phenyl)-4-methoxy-1-methyl-butyl]-6-chloromethyl-2,2,5-trimethyl-[1,3]dioxane
  参考文献：
  名称：

  Synthetic study on oscillatoxin D: Construction of the C1–C26 spiroether segment by intramolecular aldol condensation and Michael-type addition

  摘要：

  The C-1-C-7 segment (10) and the C-8-C-21 segment (14) of oscillatoxin D have been synthesized efficiently. The acyclic compound obtained by coupling of these two segments, has been converted int the C-1-C-26 spiroether (18) possessing the same stereogenic centers of oscillatoxin D. The construction of the spiroether has been achieved by intramolecular aldol condensation and Michael-type addition as key steps.

  DOI：

  10.1016/s0040-4039(00)73355-7