1-[Tert-butyl(dimethyl)silyl]oxyhex-4-yn-2-ol | 444809-39-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-[Tert-butyl(dimethyl)silyl]oxyhex-4-yn-2-ol
• CAS: 444809-39-6
• 化学式: C₁₂H₂₄O₂Si
• 分子量: 228.407
• InChiKey: HHPBGRMKRNSACR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[Tert-butyl(dimethyl)silyl]oxyhex-4-yn-2-ol 在 二氯二茂锆 、 N-乙基二丙胺 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 tert-butyl-[(4E,6E)-2-(methoxymethoxy)-10-[(4-methoxyphenyl)methoxy]-5-methyl-8-(oxan-2-yloxy)deca-4,6-dienoxy]-dimethylsilane
  参考文献：
  名称：

  A study toward a total synthesis of fostriecin

  摘要：

  In order to synthesize the major C(3)-C(12) part of fostriecin, asymmetric dihydroxylation of several dienes 5a-f, prepared by cross-coupling reactions of several types. vas studied, thus providing high dependency on the hydroxyl groups at C(5) and C(l 1). The best regioselectivity was obtained with 5d to produce diol 23. which was later transformed into the advanced intermediate 26. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00403-3
• 作为产物：
  描述：

  丙基锂 、 叔丁基二甲基甲硅烷基缩水甘油醚 在 三氟化硼乙醚 作用下， 以79%的产率得到1-[Tert-butyl(dimethyl)silyl]oxyhex-4-yn-2-ol
  参考文献：
  名称：

  A study toward a total synthesis of fostriecin

  摘要：

  In order to synthesize the major C(3)-C(12) part of fostriecin, asymmetric dihydroxylation of several dienes 5a-f, prepared by cross-coupling reactions of several types. vas studied, thus providing high dependency on the hydroxyl groups at C(5) and C(l 1). The best regioselectivity was obtained with 5d to produce diol 23. which was later transformed into the advanced intermediate 26. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00403-3

文献信息

• A study toward a total synthesis of fostriecin
  作者：Yohei Kiyotsuka、Junji Igarashi、Yuichi Kobayashi

  DOI：10.1016/s0040-4039(02)00403-3

  日期：2002.4

  In order to synthesize the major C(3)-C(12) part of fostriecin, asymmetric dihydroxylation of several dienes 5a-f, prepared by cross-coupling reactions of several types. vas studied, thus providing high dependency on the hydroxyl groups at C(5) and C(l 1). The best regioselectivity was obtained with 5d to produce diol 23. which was later transformed into the advanced intermediate 26. (C) 2002 Elsevier Science Ltd. All rights reserved.