(2S)-2-pyrrolidino-butan-1-ol | 831197-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2S)-2-pyrrolidino-butan-1-ol
• 英文别名: (R)-2-(pyrrolidin-1-yl)butan-1-ol；(2S)-2-pyrrolidin-1-ylbutan-1-ol
• CAS: 831197-20-7
• 化学式: C₈H₁₇NO
• 分子量: 143.229
• InChiKey: MPOXJNRKFHZSFT-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硫酸二乙酯 、 (2S)-2-pyrrolidino-butan-1-ol 在 sodium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 甲苯 为溶剂， 反应 12.0h， 以75%的产率得到(2S)-2-pyrrolidinobutyl ethyl ether
  参考文献：
  名称：

  Synthesis and Characterization of the First Pyrrolidine‐Based Chiral Ionic Liquids

  摘要：

  The first example of pyrrolidine-based room-temperature chiral ionic liquids using 2-aminobutanol as chiral auxiliary is described.

  DOI：

  10.1080/00397910801916140
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 (S)-(+)-2-氨基-1-丁醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以90%的产率得到(2S)-2-pyrrolidino-butan-1-ol
  参考文献：
  名称：

  Synthesis and Characterization of the First Pyrrolidine‐Based Chiral Ionic Liquids

  摘要：

  The first example of pyrrolidine-based room-temperature chiral ionic liquids using 2-aminobutanol as chiral auxiliary is described.

  DOI：

  10.1080/00397910801916140

文献信息

• Estrogen receptor ligands. Part 9: Dihydrobenzoxathiin SERAMs with alkyl substituted pyrrolidine side chains and linkers
  作者：Timothy A. Blizzard、Frank DiNinno、Jerry D. Morgan、Helen Y. Chen、Jane Y. Wu、Seongkon Kim、Wanda Chan、Elizabeth T. Birzin、Yi Tien Yang、Lee-Yuh Pai、Paula M.D. Fitzgerald、Nandini Sharma、Ying Li、Zhoupeng Zhang、Edward C. Hayes、Carolyn A. DaSilva、Wei Tang、Susan P. Rohrer、James M. Schaeffer、Milton L. Hammond

  DOI：10.1016/j.bmcl.2004.10.036

  日期：2005.1

  A series of dihydrobenzoxathiin SERAMs with alkylated pyrrolidine side chains or alkylated linkers was prepared. Minor modifications in the side chain or linker resulted in significant effects on biological activity, especially in uterine tissue.
• Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Pyrolidine and Piperidine <font>β</font>-Amino Alcohols
  作者：Peyman Salehi、Minoo Dabiri、Gholamreza Kozehgary、Seddigheh Heydari

  DOI：10.1080/00397910802659202

  日期：2009.6.23

  The enantioselective alkylation of aryl aldehydes by diethylzinc in the presence of catalytic amounts of several chiral pyrolidine- and piperidine-based amino alcohol ligands, synthesized from the reaction of (R)-2-amino-1-butanol and (S)-2-amino-3-phenylpropan-1-ol with appropriate dibromoalkanes, was studied. The influence of temperature and ligand structure has been investigated. Addition of diethylzinc to aromatic aldehydes under the optimized condition gave the corresponding products in excellent yields with ee values of up to 77%.