反式-5-甲氧基-1-甲基-1,2,3,4-四氢-2-萘酚 | 250598-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 反式-5-甲氧基-1-甲基-1,2,3,4-四氢-2-萘酚
• 英文名称: trans-5-methoxy-1-methyl-1,2,3,4-tetrahydro-2-naphthol
• 英文别名: (1S,2S)-5-methoxy-1-methyl-1,2,3,4-tetrahydronaphthalen-2-ol
• CAS: 250598-35-7
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: DLKLVTCNXFBCGJ-KWQFWETISA-N

物化性质

• 沸点：
  322.9±42.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  反式-5-甲氧基-1-甲基-1,2,3,4-四氢-2-萘酚 在 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 顺-(+)-5-甲氧基-1-甲基-2-(二正丙基氨基)萘满马来酸
  参考文献：
  名称：

  A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)

  摘要：

  A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxyl-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00333-x
• 作为产物：
  描述：

  5-Methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-1-ol 在 monoisopropylcamphenylborane 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 反式-5-甲氧基-1-甲基-1,2,3,4-四氢-2-萘酚
  参考文献：
  名称：

  A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)

  摘要：

  A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxyl-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00333-x

文献信息

• Tetrahedron Asymmetry 1999, 10, 3281-3283
  作者：

  DOI：——

  日期：——
• A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)
  作者：N.Laxma Reddy、Iris Francesconi、Emile M Bellott

  DOI：10.1016/s0957-4166(99)00333-x

  日期：1999.8

  A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxyl-1-methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1-methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions. (C) 1999 Elsevier Science Ltd. All rights reserved.