methyl 4-(methoxymethoxy)-2-butynoate | 107941-29-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4-(methoxymethoxy)-2-butynoate
• 英文别名: 4-(methoxymethoxy)butynoate；methyl 4-(methoxymethoxy)but-2-ynoate
• CAS: 107941-29-7
• 化学式: C₇H₁₀O₄
• 分子量: 158.154
• InChiKey: FJPAKJGDFHQQBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.22
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-氧代戊酸甲酯 、 methyl 4-(methoxymethoxy)-2-butynoate 在 sodium methylate 作用下， 以22%的产率得到methyl 6-ethyl-4-<(methoxymethoxy)methyl>-2-oxo-2H-pyran-5-carboxylate
  参考文献：
  名称：

  Jung, Michael E.; Hagenah, Jeffrey A., Heterocycles, 1987, vol. 25, p. 117 - 121

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(甲氧基甲氧基)-1-丙炔 、 氯甲酸甲酯 在 甲基溴化镁 作用下， 生成 methyl 4-(methoxymethoxy)-2-butynoate
  参考文献：
  名称：

  Synthetic approach to aklavinone using 2-oxo-2H-pyran-5-carboxylate (coumalate) intermediates

  摘要：

  DOI：

  10.1021/jo00386a002

文献信息

• Jung, Michael E.; Hagenah, Jeffrey A., Heterocycles, 1987, vol. 25, p. 117 - 121
  作者：Jung, Michael E.、Hagenah, Jeffrey A.

  DOI：——

  日期：——
• Synthesis of 4-Aryl-Substituted Butenolides and Pentenolides by Copper-Catalyzed Hydroarylation
  作者：Yoshihiko Yamamoto、Naohiro Kirai

  DOI：10.3987/com-09-s(s)8

  日期：——

  We have investigated the effect of the type of protecting group used and the tether length of 4- and 5-hydroxy-substituted 2-alkynoates on the yields and selectivity of the product of hydroarylation. The use of methyl, methoxymethyl, and tert-butyldimethylsilyl (TBS) as protecting groups increased the total yield of the products. While the protected 4-hydroxy-2-butynoates afforded products formed from two or more alkyne substrates, 5-hydroxy-2-pentynoate derivatives exclusively yielded 1:1 adducts. These facts suggest that the product selectivity depends on the distance of the alkoxy group from the alkyne moiety rather than the type of the protecting group. Among the protecting groups used in this study, the TBS group was found to produce butenolides and pentenolides in good total yields via the one-pot hydroarylation/lactonization.
• JUNG, M. E.;HAGENAH, J. A., HETEROCYCLES, 25,(1987) NPEC. ISSUE, 117-121
  作者：JUNG, M. E.、HAGENAH, J. A.

  DOI：——

  日期：——
• Synthetic approach to aklavinone using 2-oxo-2H-pyran-5-carboxylate (coumalate) intermediates
  作者：Michael E. Jung、Jeffrey A. Hagenah

  DOI：10.1021/jo00386a002

  日期：1987.5