2-ethyl-4-pentenal dimethyl acetal | 51048-47-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-ethyl-4-pentenal dimethyl acetal
• 英文别名: 1,1-dimethoxy-2-ethyl-4-pentene；4-dimethoxymethyl-hex-1-ene；l,l-dimethoxy-2-ethyl-4-pentene；4-(Dimethoxymethyl)hex-1-ene
• CAS: 51048-47-6
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: DGGJCADHZISYIA-UHFFFAOYSA-N

物化性质

• 沸点：
  176.2±33.0 °C(Predicted)
• 密度：
  0.852±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethyl-4-pentenal dimethyl acetal 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 5-Brom-2-ethyl-1-trimethylsilyloxy-1-penten
  参考文献：
  名称：

  通过甲硅烷基烯醇醚的分子内曼尼希反应对天然长春胺进行新的对映选择性全合成。

  摘要：

  AbstractNatural Vincamine (1) has been synthesized in an enantioselective manner starting from the ethylpentenal7. In the key step a mixture of the diastereoisomeric racemates,14and15, was directly obtained from the silyl enol ether11and the dihydro‐β‐carboline12by the way of an intramolecularMannichreaction of the intermediate13(Scheme 4). The undesired stereoisomers,14and15b, were recycled to15ausing the related reversibleMannichreaction18 ⇄ 14 + 15, followed by crystallization of the salt from15aand (+)malic acid.15awas converted to natural vincamine (1) in several steps including the known transformation20→1.

  DOI：

  10.1002/hlca.19770600533
• 作为产物：
  描述：

  2-乙基-4-戊烯醛 、 原甲酸三甲酯 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 生成 2-ethyl-4-pentenal dimethyl acetal
  参考文献：
  名称：

  通过甲硅烷基烯醇醚的分子内曼尼希反应对天然长春胺进行新的对映选择性全合成。

  摘要：

  AbstractNatural Vincamine (1) has been synthesized in an enantioselective manner starting from the ethylpentenal7. In the key step a mixture of the diastereoisomeric racemates,14and15, was directly obtained from the silyl enol ether11and the dihydro‐β‐carboline12by the way of an intramolecularMannichreaction of the intermediate13(Scheme 4). The undesired stereoisomers,14and15b, were recycled to15ausing the related reversibleMannichreaction18 ⇄ 14 + 15, followed by crystallization of the salt from15aand (+)malic acid.15awas converted to natural vincamine (1) in several steps including the known transformation20→1.

  DOI：

  10.1002/hlca.19770600533

文献信息

• Method for producing a 5-bromo-1-pentanal compound or an acetal
  申请人：Kawaken Fine Chemicals Co., Ltd.

  公开号：US04760195A1

  公开（公告）日：1988-07-26

  A 5-bromo-1-pentanal compound of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 respectively represent, independently from each other, a member selected from the group consisting of a hydrogen atom and alkyl radicals having 1 to 7 carbon atoms, or an acetal derivative of said 5-bromo-1-pentanal compound, is produced by subjecting a starting compound selected from the group consisting of 4-pentenal compounds of the formula (II): ##STR2## wherein R.sup.1 and R.sup.2 are as defined above, and acetal derivatives of the above-mentioned compounds, to a free radical addition reaction with hydrogen bromide in a liquid medium at a temperature of 10.degree. C. to 60.degree. C.; in the presence of a free radical initiator or by irradiating ultraviolet rays to the reaction mixture, and by collecting the resultant reaction product from the reaction mixture.

  通过在液体介质中以10°C至60°C的温度条件下，将选择自4-戊烯醛化合物（II）和上述化合物的缩醛衍生物的起始化合物之一，经由自由基加成反应与溴化氢反应，同时在反应混合物中加入自由基引发剂或通过照射紫外线到反应混合物中，收集反应产物，制备了分子式（I）的5-溴-1-戊醛化合物：其中R^1和R^2分别独立地代表选自氢原子和具有1至7个碳原子的烷基基团，或上述5-溴-1-戊醛化合物的缩醛衍生物。
• Method for producing a 5-bromo-1-pentanal compound or an acetal derivative thereof
  申请人：Kawaken Fine Chemicals Co., Ltd.

  公开号：EP0301112B1

  公开（公告）日：1992-05-06
• FUNCTIONAL SILOXANES AND SILANES AND THEIR VINYL CO-POLYMERS
  申请人：Honeywell International, Inc.

  公开号：EP1799729A1

  公开（公告）日：2007-06-27
• METHODS OF DETECTING PROSTATE CANCER
  申请人：Spectrum Dynamics LLC

  公开号：EP1824520A2

  公开（公告）日：2007-08-29
• US4760195A
  申请人：——

  公开号：US4760195A

  公开（公告）日：1988-07-26