(2R)-1-(phenylsulfonyl)pentadecan-2-ol | 239437-55-9

• 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: (2R)-1-(phenylsulfonyl)pentadecan-2-ol
• 英文别名: (2R)-1-(benzenesulfonyl)pentadecan-2-ol
• CAS: 239437-55-9
• 化学式: C₂₁H₃₆O₃S
• 分子量: 368.581
• InChiKey: FCIKHDXPTOMIEF-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R)-1-(phenylsulfonyl)pentadecan-2-ol 在 正丁基锂 、 对甲苯磺酸 、 三乙胺 作用下， 以 苯 为溶剂， 反应 32.0h， 生成 5-十三烷基-5H-呋喃-2-酮
  参考文献：
  名称：

  Enantioselective hydrogenation of β-keto sulfones with chiral Ru(II)-catalysts: synthesis of enantiomerically pure butenolides and γ-butyrolactones

  摘要：

  A series of beta-hydroxy sulfones were synthesized with high enantioselectivities via a new enantioselective ruthenium-catalyzed hydrogenation using MeO-BIPHEP as a ligand. Some beta-hydroxy sulfones were used in the synthesis of optically active butenolides and gamma-butyrolactones with high yields and enantioselectivities over 95%. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00113-5
• 作为产物：
  描述：

  (phenylsulfonyl)pentadecan-2-one 在 CODRu(2-methylallyl)2 、 氢溴酸 、 氢气 、 (R)-(+)-(6,6′-二甲氧联苯-2,2′-二基)双(二苯基膦) 作用下， 以 甲醇 、 丙酮 为溶剂， 80.0 ℃ 、999.99 kPa 条件下， 反应 18.0h， 以90%的产率得到(2R)-1-(phenylsulfonyl)pentadecan-2-ol
  参考文献：
  名称：

  Enantioselective hydrogenation of β-keto sulfones with chiral Ru(II)-catalysts: synthesis of enantiomerically pure butenolides and γ-butyrolactones

  摘要：

  A series of beta-hydroxy sulfones were synthesized with high enantioselectivities via a new enantioselective ruthenium-catalyzed hydrogenation using MeO-BIPHEP as a ligand. Some beta-hydroxy sulfones were used in the synthesis of optically active butenolides and gamma-butyrolactones with high yields and enantioselectivities over 95%. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00113-5

文献信息

• Enantioselective hydrogenation of β-keto sulfones with chiral Ru(II)-catalysts: synthesis of enantiomerically pure butenolides and γ-butyrolactones
  作者：P Bertus、P Phansavath、V Ratovelomanana-Vidal、J.-P Genêt、A.R Touati、T Homri、B.Ben Hassine

  DOI：10.1016/s0957-4166(99)00113-5

  日期：1999.4

  A series of beta-hydroxy sulfones were synthesized with high enantioselectivities via a new enantioselective ruthenium-catalyzed hydrogenation using MeO-BIPHEP as a ligand. Some beta-hydroxy sulfones were used in the synthesis of optically active butenolides and gamma-butyrolactones with high yields and enantioselectivities over 95%. (C) 1999 Elsevier Science Ltd. All rights reserved.