(+)-methyl (4aR,5S)-5-methoxymethoxy-4a-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-1-carboxylate | 909726-62-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+)-methyl (4aR,5S)-5-methoxymethoxy-4a-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-1-carboxylate
• 英文别名: methyl (4aS,5S)-5-(methoxymethoxy)-4a-methyl-3,4,5,6,7,8-hexahydro-2H-naphthalene-1-carboxylate
• CAS: 909726-62-1
• 化学式: C₁₅H₂₄O₄
• 分子量: 268.353
• InChiKey: PKNDMQCTANGOSA-ZFWWWQNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+)-methyl (4aR,5S)-5-methoxymethoxy-4a-methyl-2,3,4,4a,5,6,7,8-octahydronaphthalene-1-carboxylate 在 盐酸 、 氨 、 lithium 作用下， 以 乙二醇二甲醚 、 丙酮 为溶剂， 反应 3.0h， 生成 1α.10β-Dimethyl-1β-methoxycarbonyl-5β-hydroxy-trans-dekalin
  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 copper(l) iodide 吡啶 、 六甲基磷酰三胺 、 氯化亚砜 、 baker's yeast 、 甲基锂 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 、 蔗糖 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 62.0h， 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

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.