(S)-1,1-dimethoxy-2-methylbutane | 1538575-95-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1,1-dimethoxy-2-methylbutane
• 英文别名: (2S)-1,1-dimethoxy-2-methylbutane
• CAS: 1538575-95-9
• 化学式: C₇H₁₆O₂
• 分子量: 132.203
• InChiKey: JGOGDQQVGHYHOP-LURJTMIESA-N

物化性质

• 沸点：
  124.5±8.0 °C(Predicted)
• 密度：
  0.839±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-1,1-dimethoxy-2-methylbutane 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 4-二甲氨基吡啶 、 四氯化钛 、 二异丁基氢化铝 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 116.42h， 生成 [(2R,3S)-1-methoxy-3-methyl-1-oxopentan-2-yl] (E,5S,6R,7R,8S)-5-[tert-butyl(dimethyl)silyl]oxy-7-methoxy-2,6,8-trimethyldec-2-enoate
  参考文献：
  名称：

  An efficient synthesis of the C27–C45 fragment of lagunamide A, a cyclodepsipeptide with potent cytotoxic and antimalarial properties

  摘要：

  An efficient and stereoselective synthesis of the entire C27-C45 moiety of lagunamide A has been achieved from 1-[(4S)-4-benzyl-2-thioxothiazolidin-3-yl]propan-1-one in six steps with 22% overall yield. The key step in the synthesis is an asymmetric acetal aldol reaction featuring the enantioselective addition of a chiral thiazolidinethione-derived titanium enolate to an acetal to establish the stereochemistry at C39. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.11.020
• 作为产物：
  描述：

  甲醇 、 (S)-2-甲基丁醛 在 对甲苯磺酸 作用下， 反应 24.0h， 以78%的产率得到(S)-1,1-dimethoxy-2-methylbutane
  参考文献：
  名称：

  An efficient synthesis of the C27–C45 fragment of lagunamide A, a cyclodepsipeptide with potent cytotoxic and antimalarial properties

  摘要：

  An efficient and stereoselective synthesis of the entire C27-C45 moiety of lagunamide A has been achieved from 1-[(4S)-4-benzyl-2-thioxothiazolidin-3-yl]propan-1-one in six steps with 22% overall yield. The key step in the synthesis is an asymmetric acetal aldol reaction featuring the enantioselective addition of a chiral thiazolidinethione-derived titanium enolate to an acetal to establish the stereochemistry at C39. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.11.020

文献信息

• An efficient synthesis of the C27–C45 fragment of lagunamide A, a cyclodepsipeptide with potent cytotoxic and antimalarial properties
  作者：Hui-Ming Liu、Chieh-Yu Chang、Ya-Chi Lai、Mei-Due Yang、Ching-Yao Chang

  DOI：10.1016/j.tetasy.2013.11.020

  日期：2014.1

  An efficient and stereoselective synthesis of the entire C27-C45 moiety of lagunamide A has been achieved from 1-[(4S)-4-benzyl-2-thioxothiazolidin-3-yl]propan-1-one in six steps with 22% overall yield. The key step in the synthesis is an asymmetric acetal aldol reaction featuring the enantioselective addition of a chiral thiazolidinethione-derived titanium enolate to an acetal to establish the stereochemistry at C39. (C) 2013 Elsevier Ltd. All rights reserved.