(1R,3R)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol | 651013-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (1R,3R)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
• CAS: 651013-79-5
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: YDGCQOYWNIVEFW-PRHODGIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3R)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以86%的产率得到(R)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-one
  参考文献：
  名称：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

  摘要：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (1R,3R)-7a-d and (S)-3-hydroxymethyl-1-tetralones (S)-9a-d, and 3-hydroxymethyl-1-indanol 7e gave (1R,3S)3-hydroxymethyl-1-indanol (1R,3S)-7e and (R)-3-hydroxymethyl-1-indanone (R)-9e, with high enantioselectivities. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.016
• 作为产物：
  描述：

  methyl 6-methoxy-4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate 在 Ru(II)-(1S,2S)-N-p-toluenesulfonyl-1,2-di-Ph-ethylenediamine lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 84.0h， 生成 (1R,3R)-3-(hydroxymethyl)-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
  参考文献：
  名称：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

  摘要：

  Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (1R,3R)-7a-d and (S)-3-hydroxymethyl-1-tetralones (S)-9a-d, and 3-hydroxymethyl-1-indanol 7e gave (1R,3S)3-hydroxymethyl-1-indanol (1R,3S)-7e and (R)-3-hydroxymethyl-1-indanone (R)-9e, with high enantioselectivities. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.08.016