(+/-)-7-(tert-butyldimethylsiloxy)-1-[(p-methoxybenzyl)oxy]-2-heptyn-4-ol | 281658-46-6

• 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: (+/-)-7-(tert-butyldimethylsiloxy)-1-[(p-methoxybenzyl)oxy]-2-heptyn-4-ol
• 英文别名: 7-[Tert-butyl(dimethyl)silyl]oxy-1-[(4-methoxyphenyl)methoxy]hept-2-yn-4-ol
• CAS: 281658-46-6
• 化学式: C₂₁H₃₄O₄Si
• 分子量: 378.584
• InChiKey: AKYPIUUNAXCVNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  (+/-)-7-(tert-butyldimethylsiloxy)-1-[(p-methoxybenzyl)oxy]-2-heptyn-4-ol 在 palladium on activated charcoal oxallyl chloride 、 正丁基锂 、 四丁基氟化铵 、 氢气 、 二甲基亚砜 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 乙酸乙酯 、 正戊烷 为溶剂， 反应 195.33h， 生成 2-(3'-hydroxy-5'-phenylpent-4'-yn-1'yl)-2-(trimethylsilylmethyl)tetrahydrofuran
  参考文献：
  名称：

  A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes

  摘要：

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01103-5
• 作为产物：
  描述：

  4-(叔丁基二甲基甲硅烷基)氧代-1-丁醇 在 oxallyl chloride 、 二甲基亚砜 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 90.5h， 生成 (+/-)-7-(tert-butyldimethylsiloxy)-1-[(p-methoxybenzyl)oxy]-2-heptyn-4-ol
  参考文献：
  名称：

  A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes

  摘要：

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01103-5

文献信息

• A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes
  作者：Chisato Mukai、Haruhisa Yamashita、Tetsuya Ichiryu、Miyoji Hanaoka

  DOI：10.1016/s0040-4020(99)01103-5

  日期：2000.4

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.