2-Cyano-5-[1,3]dioxolan-2-yl-3-(2-methoxy-5-methyl-phenyl)-3-methyl-pentanoic acid ethyl ester | 518013-98-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Cyano-5-[1,3]dioxolan-2-yl-3-(2-methoxy-5-methyl-phenyl)-3-methyl-pentanoic acid ethyl ester
• 英文别名: Ethyl 2-cyano-5-(1,3-dioxolan-2-yl)-3-(2-methoxy-5-methylphenyl)-3-methylpentanoate
• CAS: 518013-98-4
• 化学式: C₂₀H₂₇NO₅
• 分子量: 361.438
• InChiKey: WABABQUGHLDPOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-Cyano-5-[1,3]dioxolan-2-yl-3-(2-methoxy-5-methyl-phenyl)-3-methyl-pentanoic acid ethyl ester 在 氢氧化钾 、 sodium tetrahydroborate 、 水 、 三溴化磷 、 溶剂黄146 作用下， 以 甲醇 、 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
• 作为产物：
  描述：

  1-(2-甲氧基-5-甲基苯基)乙酮 在 copper(I) bromide dimethylsulfide complex 、 ammonium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 生成 2-Cyano-5-[1,3]dioxolan-2-yl-3-(2-methoxy-5-methyl-phenyl)-3-methyl-pentanoic acid ethyl 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.