Benzoic acid (R)-1-((R)-1-hydroxy-ethyl)-allyl ester | 131085-46-6

• 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: Benzoic acid (R)-1-((R)-1-hydroxy-ethyl)-allyl ester
• 英文别名: [(3R,4R)-4-hydroxypent-1-en-3-yl] benzoate
• CAS: 131085-46-6
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: JUCNUVAJJGNJRB-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 4-O-benzoyl-2,6-dideoxy-3-O-<(trifluoromethyl)sulfonyl>-β-D-lyxo-hexopyranoside 、 苯酸四丁基铵 以30%的产率得到
  参考文献：
  名称：

  BINKLEY, ROGER W., J. ORG. CHEM., 56,(1991) N2, C. 3892-3896

  摘要：

  DOI：

文献信息

• Inversion of configuration in 2,6-dideoxy sugars. Triflate displacement by benzoate and nitrite anions
  作者：Roger W. Binkley

  DOI：10.1021/jo00012a020

  日期：1991.6

  Interconversion among 2,6-dideoxy sugars a room temperature has been accomplished in high yield. The eight possible methyl 3- and 4-O-benzoyl-2,6-dideoxy-beta-D-hexopyranosides 1-8 have been interconverted using their corresponding triflates as intermediates. Triflates derived from compounds 1, 2, 7, and 8 undergo internal displacement by the neighboring benzoyl group, inverting configuration at the triflyloxy-bearing carbon atom. Triflates of compounds 3-6 do not experience internal reaction; however, configuration was inverted in these compounds at room temperature by reaction with tetrabutylammonium nitrite. To illustrate the value of these reactions in oligosaccharide synthesis, configuration was inverted in three disaccharides composed of 2,6-dideoxy sugar residues.
• BINKLEY, ROGER W., J. CARBOHYDR. CHEM., 9,(1990) N, C. 771-775
  作者：BINKLEY, ROGER W.

  DOI：——

  日期：——