3-Methyl-pentanoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-phenethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester | 137585-92-3

• 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: 3-Methyl-pentanoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-phenethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• CAS: 137585-92-3；137586-19-7
• 化学式: C₂₁H₃₀O₅
• 分子量: 362.466
• InChiKey: KLHGDEGEUXOTOI-DGXMSHPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5,6-dideoxy-1,2-O-(isopropylidene)-6-phenyl-α-D-xylo-hexofuranose 在 copper(I) bromide dimethylsulfide complex 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 生成 3-Methyl-pentanoic acid (3aR,5R,6S,6aR)-2,2-dimethyl-5-phenethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
  参考文献：
  名称：

  5-Deoxy-5-alkyl-1,2-O-isopropylidene-α-D-xylofuranoses as chiral auxiliaries in asymmetric 1,4-addition reaction

  摘要：

  Two deoxy-sugar based chiral auxiliaries (2 and 5) have been prepared. Their alpha,beta-unsaturated esters were treated with different cuprate reagents to give the 1,4-addition adducts in good chemical yield and good diastereoselectivity.

  DOI：

  10.1016/s0957-4166(00)82200-4