(4S,6S)-6-tert-Butyldimethylsilyloxy-8-phenyloct-1-en-4-ol | 1398307-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S,6S)-6-tert-Butyldimethylsilyloxy-8-phenyloct-1-en-4-ol
• 英文别名: (4S,6S)-6-[tert-butyl(dimethyl)silyl]oxy-8-phenyloct-1-en-4-ol
• CAS: 1398307-84-0
• 化学式: C₂₀H₃₄O₂Si
• 分子量: 334.574
• InChiKey: LCHCNCJAGPXMKU-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4S,6S)-6-tert-Butyldimethylsilyloxy-8-phenyloct-1-en-4-ol 在 四丁基氟化铵 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 (4S,6S)-2,2-dimethyl-4-(2-phenylethyl)-6-prop-2-enyl-1,3-dioxane
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (+)-strictifolione

  摘要：

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.015
• 作为产物：
  描述：

  (S)-3-acetoxy-1-phenylhex-5-ene 在 咪唑 、 4-二甲氨基吡啶 、 indium(III) chloride 、 sodium periodate 、 乙醇 、 (R)-1,1'-Bi-2-naphthol 、 N-甲基吗啉氧化物 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 、 乙腈 、 叔丁醇 为溶剂， 反应 75.17h， 生成 (4S,6S)-6-tert-Butyldimethylsilyloxy-8-phenyloct-1-en-4-ol
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (+)-strictifolione

  摘要：

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.015

文献信息

• A chemoenzymatic asymmetric synthesis of (+)-strictifolione
  作者：Sneha Ghadigaonkar、Mrunesh R. Koli、Sunita S. Gamre、Manoj K. Choudhary、Subrata Chattopadhyay、Anubha Sharma

  DOI：10.1016/j.tetasy.2012.06.015

  日期：2012.7

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.