6-Bromo-3-(2-methoxy-5-methyl-phenyl)-3-methyl-hexanoic acid methyl ester | 518014-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-Bromo-3-(2-methoxy-5-methyl-phenyl)-3-methyl-hexanoic acid methyl ester
• 英文别名: Methyl 6-bromo-3-(2-methoxy-5-methylphenyl)-3-methylhexanoate
• CAS: 518014-01-2
• 化学式: C₁₆H₂₃BrO₃
• 分子量: 343.261
• InChiKey: YULMSYGFVKRMNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Bromo-3-(2-methoxy-5-methyl-phenyl)-3-methyl-hexanoic acid methyl ester 在 六甲基磷酰三胺 、 lithium aluminium tetrahydride 、 盐酸肼 、 sodium acetate 、 pyridinium chlorochromate 、 肼 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 二乙二醇 为溶剂， 反应 2.0h， 生成 1S-(2'-hydroxy-5'-methylphenyl)-1,2,2-trimethylcyclopentane
  参考文献：
  名称：

  Stereoselective total syntheses of (±)-1,14-herbertenediol and (±)-tochuinyl acetate and facile total syntheses of (±)-α-herbertenol, (±)-β-herbertenol and (±)-1,4-cuparenediol

  摘要：

  Stereoselective total syntheses of (+/-)-1,14-herbertenediol (7) and (+/-)-tochuinyl acetate (10) and facile total syntheses of (+/-)-a=alpha-herbertenol (2), (+/-)-beta-herbertenol (3) and (+/-)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecular cyclisation of 3-aryl-3-methyl-6-bromohexanoates and in situ methylation of the resulting cyclopentanecarboxylates as the key reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02674-6
• 作为产物：
  描述：

  1-(2-甲氧基-5-甲基苯基)乙酮 在 氢氧化钾 、 sodium tetrahydroborate 、 copper(I) bromide dimethylsulfide complex 、 ammonium acetate 、 水 、 三溴化磷 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 水 、 乙二醇 、 苯 为溶剂， 生成 6-Bromo-3-(2-methoxy-5-methyl-phenyl)-3-methyl-hexanoic acid methyl ester
  参考文献：
  名称：

  Stereoselective total syntheses of (±)-1,14-herbertenediol and (±)-tochuinyl acetate and facile total syntheses of (±)-α-herbertenol, (±)-β-herbertenol and (±)-1,4-cuparenediol

  摘要：

  Stereoselective total syntheses of (+/-)-1,14-herbertenediol (7) and (+/-)-tochuinyl acetate (10) and facile total syntheses of (+/-)-a=alpha-herbertenol (2), (+/-)-beta-herbertenol (3) and (+/-)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecular cyclisation of 3-aryl-3-methyl-6-bromohexanoates and in situ methylation of the resulting cyclopentanecarboxylates as the key reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02674-6

文献信息

• Stereoselective total syntheses of (±)-1,14-herbertenediol and (±)-tochuinyl acetate and facile total syntheses of (±)-α-herbertenol, (±)-β-herbertenol and (±)-1,4-cuparenediol
  作者：Tapas Paul、Ashutosh Pal、Pranab Dutta Gupta、Debabrata Mukherjee

  DOI：10.1016/s0040-4039(02)02674-6

  日期：2003.1

  Stereoselective total syntheses of (+/-)-1,14-herbertenediol (7) and (+/-)-tochuinyl acetate (10) and facile total syntheses of (+/-)-a=alpha-herbertenol (2), (+/-)-beta-herbertenol (3) and (+/-)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecular cyclisation of 3-aryl-3-methyl-6-bromohexanoates and in situ methylation of the resulting cyclopentanecarboxylates as the key reactions. (C) 2003 Elsevier Science Ltd. All rights reserved.