(1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene | 371783-79-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene
• 英文别名: [(1R,4R)-4-[(2-bromo-1-ethoxyethoxy)methyl]cyclopent-2-en-1-yl]sulfanylbenzene
• CAS: 371783-79-8
• 化学式: C₁₆H₂₁BrO₂S
• 分子量: 357.312
• InChiKey: HRWZBPOJRNLBKC-JFXOEICMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene 在 二苯甲酮 、 sodium acetate 、 六甲基二锡 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 12.0h， 生成 (4aS,7aR)-1,3,4,4a-hexahydro-cyclopenta[c]pyran-3-one
  参考文献：
  名称：

  Enantioselective synthesis of cis-1,2-dialkyl substituted cyclopentanoid and isoprostane building blocks via 6-exo-trigonal radical cyclizations

  摘要：

  Two different 6-exo-trigonal cyclizations of enantiomerically enriched 6-heptenyl radicals readily afforded versatile synthetic precursors of cis-1,2-dialkyl substituted cyclopentane derivatives. Starting from one of these intermediates, we accomplished an enantiospecific formal synthesis of two important isoprostanes, namely 15-F-2c-IsoP and ent-15-F-2c-IsoP. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00312-3
• 作为产物：
  描述：

  (1S,4R)-(+)-4-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enol 在 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 14.0h， 生成 (1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene
  参考文献：
  名称：

  Enantioselective synthesis of cis-1,2-dialkyl substituted cyclopentanoid and isoprostane building blocks via 6-exo-trigonal radical cyclizations

  摘要：

  Two different 6-exo-trigonal cyclizations of enantiomerically enriched 6-heptenyl radicals readily afforded versatile synthetic precursors of cis-1,2-dialkyl substituted cyclopentane derivatives. Starting from one of these intermediates, we accomplished an enantiospecific formal synthesis of two important isoprostanes, namely 15-F-2c-IsoP and ent-15-F-2c-IsoP. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00312-3

文献信息

• Enantioselective synthesis of cis-1,2-dialkyl substituted cyclopentanoid and isoprostane building blocks via 6-exo-trigonal radical cyclizations
  作者：Giuseppe Zanoni、Savino Re、Alessia Meriggi、Francesca Castronovo、Giovanni Vidari

  DOI：10.1016/s0957-4166(01)00312-3

  日期：2001.7

  Two different 6-exo-trigonal cyclizations of enantiomerically enriched 6-heptenyl radicals readily afforded versatile synthetic precursors of cis-1,2-dialkyl substituted cyclopentane derivatives. Starting from one of these intermediates, we accomplished an enantiospecific formal synthesis of two important isoprostanes, namely 15-F-2c-IsoP and ent-15-F-2c-IsoP. (C) 2001 Elsevier Science Ltd. All rights reserved.