(4S,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoic acid methyl ester | 795279-41-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (4S,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoic acid methyl ester
• 英文别名: methyl (4R,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoate
• CAS: 795279-41-3
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: LMXWYYGNZNPVNW-OIBJUYFYSA-N

物化性质

• 沸点：
  283.4±15.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoic acid methyl ester 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 (4R,5S,6R)-4-羟基-6-异丙基-5-甲基四氢-2H-吡喃-2-酮 、 (4S,5S,6R)-四氢-4-羟基-5-甲基-6-(1-甲基乙基)-2H-吡喃-2-酮
  参考文献：
  名称：

  Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of β-hydroxy-δ-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B

  摘要：

  Catalytic and stoichiometric asymmetric sulfur ylide reactions were employed to prepare alkyl-aryl epoxide intermediates in a convergent manner. These epoxides were utilized in efficient syntheses of the mevinic acid analogue 1 and prelactone B. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.044
• 作为产物：
  描述：

  (2R,3R)-2-(5-methoxycyclohexa-1,4-dienyl)-4-methylpentan-2-ol 在 吡啶 、 臭氧 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (4S,5R)-5-hydroxy-4,6-dimethyl-3-oxoheptanoic acid methyl ester
  参考文献：
  名称：

  Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of β-hydroxy-δ-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B

  摘要：

  Catalytic and stoichiometric asymmetric sulfur ylide reactions were employed to prepare alkyl-aryl epoxide intermediates in a convergent manner. These epoxides were utilized in efficient syntheses of the mevinic acid analogue 1 and prelactone B. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.044

文献信息

• Application of sulfur ylide mediated epoxidations in the asymmetric synthesis of β-hydroxy-δ-lactones. Synthesis of a mevinic acid analogue and (+)-prelactone B
  作者：Varinder K. Aggarwal、Imhyuck Bae、Hee-Yoon Lee

  DOI：10.1016/j.tet.2004.07.044

  日期：2004.10

  Catalytic and stoichiometric asymmetric sulfur ylide reactions were employed to prepare alkyl-aryl epoxide intermediates in a convergent manner. These epoxides were utilized in efficient syntheses of the mevinic acid analogue 1 and prelactone B. (C) 2004 Elsevier Ltd. All rights reserved.