3-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,3-dienecarboxylic acid benzyl ester | 1026695-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,3-dienecarboxylic acid benzyl ester
• 英文别名: Benzyl 3-[tert-butyl(dimethyl)silyl]oxycyclohexa-1,3-diene-1-carboxylate
• CAS: 1026695-35-1
• 化学式: C₂₀H₂₈O₃Si
• 分子量: 344.526
• InChiKey: YTGRNYZFLYJYJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.36
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  3-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,3-dienecarboxylic acid benzyl ester 在 四丁基氟化铵 作用下， 生成 3-Oxo-cyclohex-1-enecarboxylic acid benzyl ester
  参考文献：
  名称：

  Ring expansion reactionsvia endocyclic cleavage of cyclopropylcarbinyl radicals

  摘要：

  Ring expansion reactions via endocyclic cleavage of cyclopropylcarbinyl radicals are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00507-9
• 作为产物：
  描述：

  2-(tert-butyl-dimethyl-silyloxy)-cyclohexadiene 、 氯甲酸苄酯 在 正丁基锂 作用下， 生成 3-(tert-Butyl-dimethyl-silanyloxy)-cyclohexa-1,3-dienecarboxylic acid benzyl ester
  参考文献：
  名称：

  Ring expansion reactionsvia endocyclic cleavage of cyclopropylcarbinyl radicals

  摘要：

  Ring expansion reactions via endocyclic cleavage of cyclopropylcarbinyl radicals are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00507-9

文献信息

• Regiospecific synthesis of a bridgehead-functionalized bicyclo[2.2.2]octenone
  作者：Andrew S. Kende、Jiong Lan、Dorit Arad

  DOI：10.1016/s0040-4039(02)01065-1

  日期：2002.7

  Three independent strategies are tested toward the synthesis of the protected 1-aminobicyclo[2.2.2]octene ketodiester 1. One of these three is found to be completely regioselective. It proceeds by Diels-Alder addition of dimethyl acetylenedicarboxylate to the silyl enol ether of 3-benzyloxycarbonyl-2-cyclohexenone, followed by a chemoselective Curtius rearrangement. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Ring expansion reactionsvia endocyclic cleavage of cyclopropylcarbinyl radicals
  作者：Phil Ho Lee、Byungcheol Lee、Jukyoung Lee、Seung Ki Park

  DOI：10.1016/s0040-4039(99)00507-9

  日期：1999.4

  Ring expansion reactions via endocyclic cleavage of cyclopropylcarbinyl radicals are described. (C) 1999 Elsevier Science Ltd. All rights reserved.