1-(4-(benzyloxy)phenyl)-2-chloroethanol | 1252107-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-(benzyloxy)phenyl)-2-chloroethanol
• 英文别名: 2-Chloro-1-(4-phenylmethoxyphenyl)ethanol；2-chloro-1-(4-phenylmethoxyphenyl)ethanol
• CAS: 1252107-47-3
• 化学式: C₁₅H₁₅ClO₂
• 分子量: 262.736
• InChiKey: KJZMCCRYJCLACY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 1-(4-(benzyloxy)phenyl)-2-chloroethanol 在 immobilized Novozym 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 168.0h， 生成
  参考文献：
  名称：

  Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters

  摘要：

  Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme 735) with all of the substrates. Vinyl butanoate was the favoured acyl donor compared to vinyl acetate due to remarkably faster reactions. The alcohols (R)-2a, (R)-2c and the butanoates (S)-3a-c have been isolated with 98-99% enantiomeric excess (ee) in good yields.

  DOI：

  10.3109/10242422.2010.501406
• 作为产物：
  描述：

  2-氯-1-(4-苯基甲氧基苯基)乙酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 1-(4-(benzyloxy)phenyl)-2-chloroethanol
  参考文献：
  名称：

  Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters

  摘要：

  Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme 735) with all of the substrates. Vinyl butanoate was the favoured acyl donor compared to vinyl acetate due to remarkably faster reactions. The alcohols (R)-2a, (R)-2c and the butanoates (S)-3a-c have been isolated with 98-99% enantiomeric excess (ee) in good yields.

  DOI：

  10.3109/10242422.2010.501406

文献信息

• Chemoenzymatic synthesis of enantiopure 1-phenyl-2-haloethanols and their esters
  作者：Sina Maria Lystvet、Bård Helge Hoff、Thorleif Anthonsen、Elisabeth Egholm Jacobsen

  DOI：10.3109/10242422.2010.501406

  日期：2010.7

  Several secondary haloalcohols have been resolved by esterification catalyzed by lipases A and B from Candida antarctica (CALA and CALB, respectively). Immobilized CALB (Novozym 435) gave better selectivities and faster reaction rates than CALA (Novozyme 735) with all of the substrates. Vinyl butanoate was the favoured acyl donor compared to vinyl acetate due to remarkably faster reactions. The alcohols (R)-2a, (R)-2c and the butanoates (S)-3a-c have been isolated with 98-99% enantiomeric excess (ee) in good yields.