(3R,4S,5R)-4,6-dimethylheptane-1,3,5-triol | 299927-42-7

• 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: (3R,4S,5R)-4,6-dimethylheptane-1,3,5-triol
• CAS: 299927-42-7
• 化学式: C₉H₂₀O₃
• 分子量: 176.256
• InChiKey: BQZULKRQTFAJSB-DJLDLDEBSA-N

物化性质

• 沸点：
  331.9±22.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4S,5R)-4,6-dimethylheptane-1,3,5-triol 在 4-二甲氨基吡啶 、 ruthenium trichloride 、 sodium periodate 、 camphor-10-sulfonic acid 、 四丁基氟化铵 、 溶剂黄146 、 三乙胺 作用下， 以 四氯化碳 、 乙醚 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 12.08h， 生成 (4R,5S,6R)-4-羟基-6-异丙基-5-甲基四氢-2H-吡喃-2-酮
  参考文献：
  名称：

  Synthesis of (+)-prelactone B

  摘要：

  Radical-mediated opening of a trisubstituted epoxy alcohol using cp(2)TiCl was followed by diastereoselective reduction of the resulting product with a centrally located methylene group, flanked on both sides by two chiral hydroxyl-bearing carbons, to build all the three chiral centers of (+)-prelactone B 1 in their desired stereochemistries leading to the total synthesis of the molecule. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00326-5
• 作为产物：
  描述：

  ethyl (E)-2-methyl-5-phenylmethoxypent-2-enoate 在 palladium on activated charcoal 、 D-(-)-酒石酸二乙酯 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 二氯二茂钛 、 lithium aluminium tetrahydride 、 草酰氯 、 1,4-环己二烯 、 4 Angstroeme MS 、 氢气 、 二甲基亚砜 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 8.84h， 生成 (3R,4S,5R)-4,6-dimethylheptane-1,3,5-triol
  参考文献：
  名称：

  Synthesis of (+)-prelactone B

  摘要：

  Radical-mediated opening of a trisubstituted epoxy alcohol using cp(2)TiCl was followed by diastereoselective reduction of the resulting product with a centrally located methylene group, flanked on both sides by two chiral hydroxyl-bearing carbons, to build all the three chiral centers of (+)-prelactone B 1 in their desired stereochemistries leading to the total synthesis of the molecule. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00326-5

文献信息

• Progress toward the Total Synthesis of Bafilomycin A₁:  Stereoselective Synthesis of the C15−C25 Subunit by Additions of Nonracemic Allenylzinc Reagents to Aldehydes
  作者：James A. Marshall、Nicholas D. Adams

  DOI：10.1021/ol006344b

  日期：2000.9.1

  [reaction: see text] A highly stereoselective synthesis of the C15-C25 subunit (2) of bafilomycin A(1) (1) has been accomplished by a route utilizing additions of chiral nonracemic allenylzinc reagents to aldehydes.

  [反应：见正文]巴非霉素A（1）（1）的C15-C25亚基（2）的高度立体选择性合成是通过在醛中添加手性非外消旋烯基锌试剂的方法完成的。
• Synthesis of (+)-prelactone B
  作者：Tushar K. Chakraborty、Subhasish Tapadar

  DOI：10.1016/s0040-4039(03)00326-5

  日期：2003.3

  Radical-mediated opening of a trisubstituted epoxy alcohol using cp(2)TiCl was followed by diastereoselective reduction of the resulting product with a centrally located methylene group, flanked on both sides by two chiral hydroxyl-bearing carbons, to build all the three chiral centers of (+)-prelactone B 1 in their desired stereochemistries leading to the total synthesis of the molecule. (C) 2003 Elsevier Science Ltd. All rights reserved.