3-chloro-2-methoxy-1-(α-naphthyloxy)-propane | 253789-53-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-chloro-2-methoxy-1-(α-naphthyloxy)-propane
• 英文别名: 1-(3-Chloro-2-methoxypropoxy)naphthalene
• CAS: 253789-53-6
• 化学式: C₁₄H₁₅ClO₂
• 分子量: 250.725
• InChiKey: IQNMLUBOEIDAHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-2-methoxy-1-(α-naphthyloxy)-propane 在 甲醇 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (+/-)-1-O-1'-naphthyl-2-O-methylglycerol
  参考文献：
  名称：

  Resolution of 3-α-naphthoxy-1,2-propanediol using Candida antarctica lipase

  摘要：

  The stereochemistry of the Candida antarctica lipase B (CALB) catalyzed resolution of diacetate 1 or diol 4 was analyzed. The primary and secondary acetate hydrolyses were studied separately using monoacetates 2 and 3. The enantioselectivity of CALB was found to be lower towards primary rather than secondary acetates/alcohols. The steric course of the process is discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00366-3
• 作为产物：
  描述：

  1-氯-3-(1-萘基氧基)丙-2-醇 、 methoxy tetrafluoroborate 以 二氯甲烷 为溶剂， 反应 96.0h， 以44%的产率得到3-chloro-2-methoxy-1-(α-naphthyloxy)-propane
  参考文献：
  名称：

  Resolution of 3-α-naphthoxy-1,2-propanediol using Candida antarctica lipase

  摘要：

  The stereochemistry of the Candida antarctica lipase B (CALB) catalyzed resolution of diacetate 1 or diol 4 was analyzed. The primary and secondary acetate hydrolyses were studied separately using monoacetates 2 and 3. The enantioselectivity of CALB was found to be lower towards primary rather than secondary acetates/alcohols. The steric course of the process is discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00366-3

文献信息

• Resolution of 3-α-naphthoxy-1,2-propanediol using Candida antarctica lipase
  作者：Loreto Salazar、Jose L. Bermudez、Cesar Ramı́rez、Emilio F. Llama、Jose V. Sinisterra

  DOI：10.1016/s0957-4166(99)00366-3

  日期：1999.9

  The stereochemistry of the Candida antarctica lipase B (CALB) catalyzed resolution of diacetate 1 or diol 4 was analyzed. The primary and secondary acetate hydrolyses were studied separately using monoacetates 2 and 3. The enantioselectivity of CALB was found to be lower towards primary rather than secondary acetates/alcohols. The steric course of the process is discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

表征谱图