methyl (1-ethoxyethoxy)acetate | 70030-35-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl (1-ethoxyethoxy)acetate
• 英文别名: methyl 2-(1-ethoxyethoxy)acetate
• CAS: 70030-35-2
• 化学式: C₇H₁₄O₄
• 分子量: 162.186
• InChiKey: ASYMKMLAVDMTGN-UHFFFAOYSA-N

物化性质

• 沸点：
  195.7±15.0 °C(Predicted)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (1-ethoxyethoxy)acetate 在 lithium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 (1-Ethoxy-ethoxy)-acetic acid (4E,6E)-(1S,2S)-1,2,4-trimethyl-3-oxo-7-phenyl-hepta-4,6-dienyl ester
  参考文献：
  名称：

  Synthesis of the lower subunit of rhizoxin

  摘要：

  Full details of a study leading to a synthesis of the optically active C13-C26 lower subunit of rhizoxin including the side-chain chromophore characteristic of the full class of antimitotic agents are described. A key element of the synthesis is the stereoselective introduction of the C18-C19 trisubstituted olefin through use of a Wadsworth-Horner-Emmons condensation of 3 with beta-keto phosphonate 38 bearing resident functionality suitable for the diastereoselective introduction of C15-C17 employing a hydroxyl-directed reduction of the resultant beta-hydroxy ketone.

  DOI：

  10.1021/jo00034a010
• 作为产物：
  描述：

  羟乙酸甲酯 、 乙烯基乙醚 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以82%的产率得到methyl (1-ethoxyethoxy)acetate
  参考文献：
  名称：

  Synthesis of the lower subunit of rhizoxin

  摘要：

  Full details of a study leading to a synthesis of the optically active C13-C26 lower subunit of rhizoxin including the side-chain chromophore characteristic of the full class of antimitotic agents are described. A key element of the synthesis is the stereoselective introduction of the C18-C19 trisubstituted olefin through use of a Wadsworth-Horner-Emmons condensation of 3 with beta-keto phosphonate 38 bearing resident functionality suitable for the diastereoselective introduction of C15-C17 employing a hydroxyl-directed reduction of the resultant beta-hydroxy ketone.

  DOI：

  10.1021/jo00034a010

文献信息

• Method for the preparation of taxol and its derivatives
  申请人：Pharmacia & Upjohn S.p.A.

  公开号：US05767282A1

  公开（公告）日：1998-06-16

  A process of making taxane derivatives by reacting Baccatin III derivatives with an oxazolidine which contains a thioester substituent at the 4-position.

  通过将紫杉醇III衍生物与在4位含有硫酯取代基的噁唑烷反应，制备紫杉醇衍生物的过程。
• Gazizov,M.B. et al., Journal of general chemistry of the USSR, 1977, vol. 47, # 8, p. 1747
  作者：Gazizov,M.B. et al.

  DOI：——

  日期：——
• Synthesis of the lower subunit of rhizoxin
  作者：Dale L. Boger、Timothy T. Curran

  DOI：10.1021/jo00034a010

  日期：1992.4

  Full details of a study leading to a synthesis of the optically active C13-C26 lower subunit of rhizoxin including the side-chain chromophore characteristic of the full class of antimitotic agents are described. A key element of the synthesis is the stereoselective introduction of the C18-C19 trisubstituted olefin through use of a Wadsworth-Horner-Emmons condensation of 3 with beta-keto phosphonate 38 bearing resident functionality suitable for the diastereoselective introduction of C15-C17 employing a hydroxyl-directed reduction of the resultant beta-hydroxy ketone.