1-ethylpropyl 3-tert-butyldimethylsilyloxy-2-methylenepentanoate | 370571-66-7

• 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: 1-ethylpropyl 3-tert-butyldimethylsilyloxy-2-methylenepentanoate
• 英文别名: Pentan-3-yl 3-[tert-butyl(dimethyl)silyl]oxy-2-methylidenepentanoate；pentan-3-yl 3-[tert-butyl(dimethyl)silyl]oxy-2-methylidenepentanoate
• CAS: 370571-66-7
• 化学式: C₁₇H₃₄O₃Si
• 分子量: 314.541
• InChiKey: AUFDIRKTXHRJFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-ethylpropyl 3-tert-butyldimethylsilyloxy-2-methylenepentanoate 在 palladium on activated charcoal 氢氟酸 、 氢气 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 17.0h， 生成 1-ethylpropyl (2SR,3RS)-3-hydroxy-2-methylpentanoate
  参考文献：
  名称：

  Diastereoselectivity in heterogeneous catalytic hydrogenation of Baylis–Hillman adducts. Total synthesis of (±)-sitophilate

  摘要：

  We describe herein a highly diastereoselective total synthesis of racemic sitophilate, based on the results obtained in a diastereoselective heterogeneous catalytic hydrogenation reaction of a set of Baylis-Hillman adducts originating from aliphatic aldehydes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00647-0
• 作为产物：
  描述：

  3-戊醇 在 三乙烯二胺 、 咪唑 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 208.5h， 生成 1-ethylpropyl 3-tert-butyldimethylsilyloxy-2-methylenepentanoate
  参考文献：
  名称：

  Diastereoselectivity in heterogeneous catalytic hydrogenation of Baylis–Hillman adducts. Total synthesis of (±)-sitophilate

  摘要：

  We describe herein a highly diastereoselective total synthesis of racemic sitophilate, based on the results obtained in a diastereoselective heterogeneous catalytic hydrogenation reaction of a set of Baylis-Hillman adducts originating from aliphatic aldehydes. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(01)00647-0

文献信息

• Diastereoselectivity in heterogeneous catalytic hydrogenation of Baylis–Hillman adducts. Total synthesis of (±)-sitophilate
  作者：Cristiano R Mateus、Melissa P Feltrin、Ana M Costa、Fernando Coelho、Wanda P Almeida

  DOI：10.1016/s0040-4020(01)00647-0

  日期：2001.8

  We describe herein a highly diastereoselective total synthesis of racemic sitophilate, based on the results obtained in a diastereoselective heterogeneous catalytic hydrogenation reaction of a set of Baylis-Hillman adducts originating from aliphatic aldehydes. (C) 2001 Published by Elsevier Science Ltd.