methyl (5R,3E)-5-hydroxy-3-hexenoate | 113201-25-5

• 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: methyl (5R,3E)-5-hydroxy-3-hexenoate
• 英文别名: methyl (E,5R)-5-hydroxyhex-3-enoate
• CAS: 113201-25-5
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: XOBUITCCYSUOEP-FCJGRKLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (E)-methyl trans-4,5-(isopropylidenedioxy)-2-hexenoate 以97%的产率得到
  参考文献：
  名称：

  Pak Chwang Siek, Lee Eun, Lee Ge Hyeong, J. Org. Chem, 58 (1993) N 6, S 1523-1530

  摘要：

  DOI：

文献信息

• Allylsilanes in organic synthesis; Stereoselective hydroxylactonisation of chiral amide-allylsilanes
  作者：Andrew T. Russell、Garry Procter

  DOI：10.1016/s0040-4039(00)96040-4

  日期：1987.1

  The amide-allylsilanes (1) and (10) undergo stereoselective hydroxylactonisation on treatment with m-CPBA, the major products from (1) and (10) were converted into parasorbic acid (9) and the carpenter bee pheromone (13) respectively.

  酰胺-烯丙基硅烷（1）和（10）在用m-CPBA处理后进行立体选择性羟基活化，来自（1）和（10）的主要产物分别转化为超山梨酸（9）和木匠蜂信息素（13）。
• Reductive cleavage reaction of .gamma.-functionalized .alpha.,.beta.-unsaturated esters and halomethyls mediated with magnesium in methanol
  作者：Chwang Siek Pak、Eun Lee、Ge Hyeong Lee

  DOI：10.1021/jo00058a038

  日期：1993.3

  Reductive cleavage of various types of C-O and C-N bonds tethered to alpha,beta-unsaturated esters and halomethyls was mediated with magnesium in methanol, which provided a facile method for the synthesis of delta-hydroxy or delta-amino beta,gamma-unsaturated esters and allylic alcohols. Regardless of the geometry (E or Z) of the alpha,beta-unsaturated esters, 1a-b, 5a-c, 11, 13, and 23, the cleavage product obtained was exclusively the E isomer of the corresponding deconjugated hydroxy and amino esters. The steric bias and ring strain of 15, 17, and 21 gave rise to a product mixture of E and Z isomers.
• Pak Chwang Siek, Lee Eun, Lee Ge Hyeong, J. Org. Chem, 58 (1993) N 6, S 1523-1530
  作者：Pak Chwang Siek, Lee Eun, Lee Ge Hyeong

  DOI：——

  日期：——
• RUSSELL A. T.; PROCTER G., TETRAHEDRON LETT., 28,(1987) N 18, 2041-2044
  作者：RUSSELL A. T.、 PROCTER G.

  DOI：——

  日期：——