(1R,2S)-2-(butylamino)-1,2-diphenylethanol | 100018-62-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1R,2S)-2-(butylamino)-1,2-diphenylethanol
• CAS: 100018-62-0
• 化学式: C₁₈H₂₃NO
• 分子量: 269.387
• InChiKey: WPONIRRKFDYIEL-ZWKOTPCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二苯基氯化膦 、 (1R,2S)-2-(butylamino)-1,2-diphenylethanol 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以79%的产率得到N-[(1S,2R)-2-diphenylphosphanyloxy-1,2-diphenylethyl]butan-1-amine
  参考文献：
  名称：

  Easily accessible chiral amino-phosphinite ligands for highly enantioselective palladium-mediated allylic alkylation

  摘要：

  Palladium-catalyzed asymmetric allylic alkylation of 1,3-diplienyl-2-propenyl acetate with the dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of easily prepared new chiral amino-phosphinite ligands such as 3b and 3c to result in good yields and excellent enantioselectivities of up to 95%, e.e. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(02)00204-5
• 作为产物：
  描述：

  正溴丁烷 、 (1R,2S)-2-氨基-1,2-二苯基乙醇 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以59%的产率得到(1R,2S)-2-(butylamino)-1,2-diphenylethanol
  参考文献：
  名称：

  New 1-amino-1,2-diphenylethanols as ligands for the enantioselective addition of alkyllithiums to benzaldehyde

  摘要：

  In the presence of equimolar amounts of lithium alkoxides derived from N-substituted 2-amino-1,2-diphenylethanols, alkyllithium reagents add to benzaldehyde to furnish optically active secondary alcohols with enantiomeric excesses of up to 86%. The best results were obtained using the N-isopropyl-N-methyl substituted amin-oalcohol. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00473-x

文献信息

• Easily accessible chiral amino-phosphinite ligands for highly enantioselective palladium-mediated allylic alkylation
  作者：Guoshu Chen、Xin Li、Haile Zhang、Liuzhu Gong、Aiqiao Mi、Xin Cui、Yaozhong Jiang、Michael C.K. Choi、Albert S.C. Chan

  DOI：10.1016/s0957-4166(02)00204-5

  日期：2002.5

  Palladium-catalyzed asymmetric allylic alkylation of 1,3-diplienyl-2-propenyl acetate with the dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of easily prepared new chiral amino-phosphinite ligands such as 3b and 3c to result in good yields and excellent enantioselectivities of up to 95%, e.e. (C) 2002 Published by Elsevier Science Ltd.
• New 1-amino-1,2-diphenylethanols as ligands for the enantioselective addition of alkyllithiums to benzaldehyde
  作者：Michael Schön、Reto Naef

  DOI：10.1016/s0957-4166(98)00473-x

  日期：1999.1

  In the presence of equimolar amounts of lithium alkoxides derived from N-substituted 2-amino-1,2-diphenylethanols, alkyllithium reagents add to benzaldehyde to furnish optically active secondary alcohols with enantiomeric excesses of up to 86%. The best results were obtained using the N-isopropyl-N-methyl substituted amin-oalcohol. (C) 1999 Elsevier Science Ltd. All rights reserved.