(2S)-2-propylbutane-1,4-diol | 113611-46-4

• 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: (2S)-2-propylbutane-1,4-diol
• 英文别名: (4S)-heptane-1,4-diol
• CAS: 113611-46-4
• 化学式: C₇H₁₆O₂
• 分子量: 132.203
• InChiKey: OGRCRHSHBFQRKO-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 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：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-2-propylbutane-1,4-diol 在 4-二甲氨基吡啶 、 pyridine-SO3 complex 、 potassium tert-butylate 、 四丁基碘化铵 、 对甲苯磺酸 、 三乙胺 、 (-)-B-methoxydiisopinocampheylborane 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4S,7S)-4,7-decanediol
  参考文献：
  名称：

  Toward the Creation of NMR Databases in Chiral Solvents:  Bidentate Chiral NMR Solvents for Assignment of the Absolute Configuration of Acyclic Secondary Alcohols

  摘要：

  The absolute configuration of acyclic secondary alcohols can be established from analysis of the chemical shift behaviors of the adjacent carbons in bidentate chiral solvents (R,R)- and (S,S)-1d as formulated in the boxed illustration.

  DOI：

  10.1021/ol0171160
• 作为产物：
  描述：

  4-苯基甲氧基-丁醛 、 烯丙基溴化镁 在 palladium on activated charcoal (-)-Ips₂BOMe 、 氢气 作用下， 以 乙醇 为溶剂， 生成 (2S)-2-propylbutane-1,4-diol
  参考文献：
  名称：

  Toward the Creation of NMR Databases in Chiral Solvents:  Bidentate Chiral NMR Solvents for Assignment of the Absolute Configuration of Acyclic Secondary Alcohols

  摘要：

  The absolute configuration of acyclic secondary alcohols can be established from analysis of the chemical shift behaviors of the adjacent carbons in bidentate chiral solvents (R,R)- and (S,S)-1d as formulated in the boxed illustration.

  DOI：

  10.1021/ol0171160

文献信息

• Asymmetric synthesis of 2-substituted butane-1,4-diols by hydrogenation of homochiral fumaramide derivatives
  作者：Samaila Jawaid、Louis J. Farrugia、David J. Robins

  DOI：10.1016/j.tetasy.2004.11.023

  日期：2004.12

  Diastereoselective hydrogenation of homochiral fumaramides 1 derived from (2R)-Oppolzer's sultam was observed by analysis of the H-1 NMR spectra of the succinamide mixtures with de's of 77-88%. Reduction of these succinamides using LiAlH4 gave the corresponding (2S)-butane-1,4-diols and established that addition of hydrogen takes place selectively on the re-face of 14 fumaramides 1. The stereoselectivity was confirmed by estimating the ee's from the F-19 NMR spectra of the Mosher's diesters of the diols. This methodology was applied to the synthesis of selected pyrrolidine natural products in homochiral form. (C) 2004 Elsevier Ltd. All rights reserved.
• [EN] PROCESS FOR PREPARATION OF ERIBULIN AND INTERMEDIATES THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ÉRIBULINE ET DE SES INTERMÉDIAIRES
  申请人：DR REDDY'S LABORATORIES LTD

  公开号：WO2017064627A2

  公开（公告）日：2017-04-20

  The present application provides process for preparation of 4-Methylene tetrahydrofuran compound of formula II, which is useful as an intermediate for the preparation of halichondrin B analogues such as Eribulin.
• Toward the Creation of NMR Databases in Chiral Solvents:  Bidentate Chiral NMR Solvents for Assignment of the Absolute Configuration of Acyclic Secondary Alcohols
  作者：Yoshihisa Kobayashi、Nobuyuki Hayashi、Yoshito Kishi

  DOI：10.1021/ol0171160

  日期：2002.2.1

  The absolute configuration of acyclic secondary alcohols can be established from analysis of the chemical shift behaviors of the adjacent carbons in bidentate chiral solvents (R,R)- and (S,S)-1d as formulated in the boxed illustration.