methyl (S)-(+)-3-methyl-5-oxohexanoate | 89393-67-9

• 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 (S)-(+)-3-methyl-5-oxohexanoate
• 英文别名: Methyl (s)-3-methyl-5-oxohexanoate；methyl (3S)-3-methyl-5-oxohexanoate
• CAS: 89393-67-9
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: QIZFMIXTHKTRJG-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (S)-(+)-3-methyl-5-oxohexanoate 在 间氯过氧苯甲酸 、 氢氧化钾 、 盐酸 作用下， 以 氯仿 、 甲醇 为溶剂， 反应 52.0h， 以68%的产率得到(R)-Β-甲基-Γ-丁内酯
  参考文献：
  名称：

  New approach to the synthesis of(R)-3-methyl-?-butyrolactone

  摘要：

  光学活性的纯（R）-3-甲基-γ-丁内酯是从（R）-4-薄荷酮合成的。

  DOI：

  10.1007/s10600-005-0015-0
• 作为产物：
  描述：

  巴豆酸甲酯 在 臭氧 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 生成 methyl (S)-(+)-3-methyl-5-oxohexanoate
  参考文献：
  名称：

  Asymmetric synthesis of β-substituted δ-ketoesters via michael-additions of samp/ramp-hydrazones to α,β-unsaturated esters, virtually complete 1.6-asymmetric induction

  摘要：

  DOI：

  10.1016/s0040-4039(01)99823-5

文献信息

• TRANSESTERIFICATION REACTION BY MEANS OF IRON CATALYST
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION

  公开号：US20170275241A1

  公开（公告）日：2017-09-28

  Provided is a catalyst for transesterification reactions, which contains an iron salen complex. Also provided is a method for producing an ester compound, which is characterized by carrying out a transesterification reaction between a starting material ester and a starting material alcohol with use of the catalyst.

  提供了一种用于酯交换反应的催化剂，其中包含铁Salen配合物。还提供了一种生产酯化合物的方法，其特点是利用该催化剂在起始物酯和起始物醇之间进行酯交换反应。
• Asymmetric Michael Addition of Malonate Anions to Prochiral Acceptors Catalyzed by <scp>l</scp>-Proline Rubidium Salt
  作者：Masahiko Yamaguchi、Tai Shiraishi、Masahiro Hirama

  DOI：10.1021/jo960216c

  日期：1996.1.1

  L-Proline rubidium salt catalyzes the asymmetric Michael addition of malonate anions to prochiral enones and enals. This method can be applied to a wide range of substrates to give adducts with a predictable absolute configuration: (S)-adducts from (E)-enones/enals and (R)-adducts from cyclic (Z)-enones. Both the secondary amine moiety and the carboxylate moiety are critical for the catalytic activity and asymmetric induction. Varying the countercation also affects the reaction course. High enantiomeric excesses were attained when di(tert-butyl) malonate was added to (E)-enones in the presence of CsF. The stereochemistry of the Michael reaction indicates that asymmetric induction takes place via enantioface discrimination involving the acceptor alpha-carbon atom rather than the beta-carbon atom.
• Asymmetric synthesis of δ-keto esters via Michael additions of chiral carbene complexes
  作者：Yan Shi、William D. Wulff、Glenn P. A. Yap、Arnold L. Rheingold

  DOI：10.1039/cc9960002601

  日期：——

  The asymmetric Michael addition of the enolates of chiral imidazolidinone carb
• ENDERS, D.;PAPADOPOULOS, K., TETRAHEDRON LETT., 1983, 24, N 45, 4967-4970
  作者：ENDERS, D.、PAPADOPOULOS, K.

  DOI：——

  日期：——
• TOMIOKA KIYOSHI; YASUDA KOSUKE; KOGA KENJI, TETRAHEDRON LETT., 27,(1986) N 38, 4611-4614
  作者：TOMIOKA KIYOSHI、 YASUDA KOSUKE、 KOGA KENJI

  DOI：——

  日期：——