(2S,4R)-2,4-dimethylhexanal | 688334-07-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,4R)-2,4-dimethylhexanal
• CAS: 688334-07-8
• 化学式: C₈H₁₆O
• 分子量: 128.214
• InChiKey: MTTYIWPARUGWCA-SFYZADRCSA-N

物化性质

• 沸点：
  156.7±8.0 °C(Predicted)
• 密度：
  0.808±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S,4R)-2,4-dimethylhexanal 在 manganese(IV) oxide 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (E,6S,8R)-4,6,8-trimethyldec-4-en-1-yn-3-one
  参考文献：
  名称：

  Studies of novel cyclitols. A synthesis of 3′O,4′O-dimethylfuniculosin

  摘要：

  A synthesis of funiculosin dimethyl ether (2) is described. Methodologies for an asymmetric conjugate addition to establish the 1,3-anti dimethyl array, stereocontrolled formation of the Z,E-bis-allylic C-11 alcohol, and interception of a reactive pyridinone methide are examined. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01496-9
• 作为产物：
  描述：

  (2R,3R,4R)-1-(tert-butyldimethylsilyloxy)-2,4-dimethylhex-5-en-3-ol 在 Rh/Al₂O₃ 四丁基氟化铵 、 氢气 、 N,N'-硫羰基二咪唑 作用下， 以 四氢呋喃 、 乙酸乙酯 、 甲苯 为溶剂， 生成 (2S,4R)-2,4-dimethylhexanal
  参考文献：
  名称：

  Studies of novel cyclitols. A synthesis of 3′O,4′O-dimethylfuniculosin

  摘要：

  A synthesis of funiculosin dimethyl ether (2) is described. Methodologies for an asymmetric conjugate addition to establish the 1,3-anti dimethyl array, stereocontrolled formation of the Z,E-bis-allylic C-11 alcohol, and interception of a reactive pyridinone methide are examined. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01496-9

文献信息

• Construction of 4-Hydroxy-2-pyridinones. Total Synthesis of (+)-Sambutoxin
  作者：David R. Williams、Regis A. Turske

  DOI：10.1021/ol006410+

  日期：2000.10.1

  [GRAPHICS]Total synthesis of (+)-sambutoxin has been achieved, establishing the relative and absolute stereochemistry of the naturally occurring mycotoxin, Efforts feature methodology for enantiocontrolled construction of 1,3-anti dimethyl arrays and a novel Saegusa oxidation to provide a pyridinone methide leading to formation of the central dihydropyran ring.
• Efficient and Selective Synthesis of Siphonarienolone and Related Reduced Polypropionates via Zr-Catalyzed Asymmetric Carboalumination
  作者：Marina Magnin-Lachaux、Ze Tan、Bo Liang、Ei-ichi Negishi

  DOI：10.1021/ol0497483

  日期：2004.4.1

  Siphonarienolone (1) has been synthesized from siphonarienal (3) in 66% over four steps. Synthesis of 3, in turn, has been achieved in two steps (85% combined yield) from 4, prepared from 3-buten-1-ol in seven steps (23% combined yield). Also, a two-step conversion of 3 into siphonarienone (2) is reported.
• US8431579B2
  申请人：——

  公开号：US8431579B2

  公开（公告）日：2013-04-30