(3R,4R)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-2-methyl-1-penten-3-ol | 1227632-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (3R,4R)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-2-methyl-1-penten-3-ol
• 英文别名: (3R,4R)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-2-methylpent-1-en-3-ol
• CAS: 1227632-90-7
• 化学式: C₁₈H₂₆O₄
• 分子量: 306.402
• InChiKey: RDLWSDZEBWVZOJ-IQJJVJFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4R)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-2-methyl-1-penten-3-ol 、 三异丙基硅基三氟甲磺酸酯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.08h， 以95%的产率得到
  参考文献：
  名称：

  Stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide

  摘要：

  An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2010.01.023
• 作为产物：
  描述：

  (2S,3S,4S,5R)-2,4,6-trimethylhept-6-en-1,3,5-triol 、 4-甲氧基苯甲醛二甲缩醛 在 camphorsulfonic acid 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以1.9 g的产率得到(3R,4R)-4-[(4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]-2-methyl-1-penten-3-ol
  参考文献：
  名称：

  Stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide

  摘要：

  An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2010.01.023

文献信息

• Stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide
  作者：J.S. Yadav、N. Rami Reddy

  DOI：10.1016/j.tet.2010.01.023

  日期：2010.4

  An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.