(+)-S-ethyl 3-(benzyloxy)-2-(tert-butoxymethyl)-2-methylpropanoate | 289719-79-5

• 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: (+)-S-ethyl 3-(benzyloxy)-2-(tert-butoxymethyl)-2-methylpropanoate
• 英文别名: ethyl (2S)-2-methyl-2-[(2-methylpropan-2-yl)oxymethyl]-3-phenylmethoxypropanoate
• CAS: 289719-79-5
• 化学式: C₁₈H₂₈O₄
• 分子量: 308.418
• InChiKey: MNINKAHZEICYJB-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 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：

  (+)-S-ethyl 3-(benzyloxy)-2-(tert-butoxymethyl)-2-methylpropanoate 在 potassium tert-butylate 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以80%的产率得到(+)-S-3-(benzyloxy)-2-(tert-butoxymethyl)-2-methylpropanoic acid
  参考文献：
  名称：

  A New Synthetic Route to β-Unsubstituted β-Lactones by Intramolecular Cyclization

  摘要：

  When carboxylic acids beta-substituted by a tert-butoxy group were treated with thionyl chloride, an intermediate acyl chloride beta-substituted by a hydroxyl group was likely formed. Its subsequent intramolecular cyclization produced novel beta-lactones in one step. Two enantiomerically enriched lactones could be prepared via intermediates obtained by enzymatic hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00313-6
• 作为产物：
  描述：

  在 sodium tetrahydroborate 、 三氟甲磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 (+)-S-ethyl 3-(benzyloxy)-2-(tert-butoxymethyl)-2-methylpropanoate
  参考文献：
  名称：

  A New Synthetic Route to β-Unsubstituted β-Lactones by Intramolecular Cyclization

  摘要：

  When carboxylic acids beta-substituted by a tert-butoxy group were treated with thionyl chloride, an intermediate acyl chloride beta-substituted by a hydroxyl group was likely formed. Its subsequent intramolecular cyclization produced novel beta-lactones in one step. Two enantiomerically enriched lactones could be prepared via intermediates obtained by enzymatic hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00313-6