(+)-methyl (E)-5-[(2R,3S)-3-methoxymethoxy-2-methyl-1-oxocyclohexyl]-2-pentenoate | 909726-60-9

• 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 (E)-5-[(2R,3S)-3-methoxymethoxy-2-methyl-1-oxocyclohexyl]-2-pentenoate
• 英文别名: methyl (E)-5-[(1R,2S)-2-(methoxymethoxy)-1-methyl-6-oxocyclohexyl]pent-2-enoate
• CAS: 909726-60-9
• 化学式: C₁₅H₂₄O₅
• 分子量: 284.353
• InChiKey: ZIMWCLSXPLLQFS-CKIDSATASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+)-methyl (E)-5-[(2R,3S)-3-methoxymethoxy-2-methyl-1-oxocyclohexyl]-2-pentenoate 在 copper(l) iodide 吡啶 、 六甲基磷酰三胺 、 氯化亚砜 、 甲基锂 、 二异丁基氢化铝 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 25.0h， 生成 (+)-methyl (4aR,5S)-5-methoxymethoxy-4a-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-1-carboxylate
  参考文献：
  名称：

  An efficient route for the synthesis of methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate by using baker’s yeast-catalyzed asymmetric reduction

  摘要：

  Methyl (-)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate 1, a key synthetic intermediate for the synthesis of terpenoids, was efficiently synthesized by using a baker's yeast-catalyzed asymmetric reduction of a sigma-symmetrical 1,3-cyclohexanedione derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.06.015
• 作为产物：
  描述：

  3-(1-methyl-2,6-dioxocyclohexyl)propanal 在 baker's yeast 、 N,N-二异丙基乙胺 、 蔗糖 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 61.0h， 生成 (+)-methyl (E)-5-[(2R,3S)-3-methoxymethoxy-2-methyl-1-oxocyclohexyl]-2-pentenoate
  参考文献：
  名称：

  An efficient route for the synthesis of methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate by using baker’s yeast-catalyzed asymmetric reduction

  摘要：

  Methyl (-)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate 1, a key synthetic intermediate for the synthesis of terpenoids, was efficiently synthesized by using a baker's yeast-catalyzed asymmetric reduction of a sigma-symmetrical 1,3-cyclohexanedione derivative. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.06.015

文献信息

• An efficient route for the synthesis of methyl (−)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate by using baker’s yeast-catalyzed asymmetric reduction
  作者：Takahiro Katoh、Shinsuke Mizumoto、Masato Fudesaka、Masatoshi Takeo、Tetsuya Kajimoto、Manabu Node

  DOI：10.1016/j.tetasy.2006.06.015

  日期：2006.7

  Methyl (-)-1,4a-dimethyl-5-oxodecahydronaphthalene-1-carboxylate 1, a key synthetic intermediate for the synthesis of terpenoids, was efficiently synthesized by using a baker's yeast-catalyzed asymmetric reduction of a sigma-symmetrical 1,3-cyclohexanedione derivative. (c) 2006 Elsevier Ltd. All rights reserved.