(3S)-2-methyl-4-phenylsulfonyl-6-heptanol | 930798-79-1

• 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: (3S)-2-methyl-4-phenylsulfonyl-6-heptanol
• CAS: 930798-79-1
• 化学式: C₁₄H₂₂O₃S
• 分子量: 270.393
• InChiKey: OVWPEXZSVRZVLI-KZUDCZAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (3S)-2-methyl-4-phenylsulfonyl-6-heptanol 在 lithium 、 乙二胺 作用下， 以 乙醚 为溶剂， 以26%的产率得到(3R)-2-甲基庚烷-3-醇
  参考文献：
  名称：

  Screening, substrate specificity and stereoselectivity of yeast strains, which reduce sterically hindered isopropyl ketones

  摘要：

  Towards the synthesis of sterically hindered optically active secondary alcohol 2, yeast strains (Candida floricola IAM 13115 and Trichosporon cutaneum IAM 12206) with si-face hydride attack on isopropyl phenylsulfonylmethyl ketone I were developed by screening. Strains with complementary re-facial selectivity (Pichia angusta IAM 12895 and Pichia minuta IAM 12215) were also found. Based on the substrate specificity studies of these four strains, microbial reduction was applied to the synthesis of (3S, 5S)-2,6-dimethyl3, 5-heptanediol 12a. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.12.013
• 作为产物：
  描述：

  苯甲砜 在 palladium on activated charcoal 正丁基锂 、 phosphate buffer 、 葡萄糖 、 Trichosporon cutaneum IAM 12206 strain 、 氢气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， -78.0~30.0 ℃ 、101.33 kPa 条件下， 反应 44.0h， 生成 (3S)-2-methyl-4-phenylsulfonyl-6-heptanol
  参考文献：
  名称：

  Screening, substrate specificity and stereoselectivity of yeast strains, which reduce sterically hindered isopropyl ketones

  摘要：

  Towards the synthesis of sterically hindered optically active secondary alcohol 2, yeast strains (Candida floricola IAM 13115 and Trichosporon cutaneum IAM 12206) with si-face hydride attack on isopropyl phenylsulfonylmethyl ketone I were developed by screening. Strains with complementary re-facial selectivity (Pichia angusta IAM 12895 and Pichia minuta IAM 12215) were also found. Based on the substrate specificity studies of these four strains, microbial reduction was applied to the synthesis of (3S, 5S)-2,6-dimethyl3, 5-heptanediol 12a. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.12.013