12,14-Dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl(phenyl)methanone | 141409-96-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 12,14-Dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl(phenyl)methanone
• 英文别名: 12,14-dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl(phenyl)methanone
• CAS: 141409-96-3
• 化学式: C₂₈H₁₈O₃
• 分子量: 402.449
• InChiKey: IQSRMCVBYXGVTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 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：

  12,14-Dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl(phenyl)methanone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Highly diastereoselective reduction and addition of nucleophiles to binaphthol-protected arylglyoxals

  摘要：

  Arylglyoxals, protected at the aldehyde function with 1,1'-binaphthalene-2,2'-diol, are readily prepared by direct nucleophilic substitution of binaphthol-sodium salt on dibromoacetophenone and react highly diastereoselectively with lithium aluminium hydride and Grignard reagents to afford protected atrolactaldehyde and related compounds in high yield.

  DOI：

  10.1016/s0957-4166(00)80276-1
• 作为产物：
  描述：

  2,2-二溴-1-苯乙酮 、 S-1,1'-联-2-萘酚 在 sodium hydride 作用下， 生成 12,14-Dioxapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl(phenyl)methanone
  参考文献：
  名称：

  Highly diastereoselective reduction and addition of nucleophiles to binaphthol-protected arylglyoxals

  摘要：

  Arylglyoxals, protected at the aldehyde function with 1,1'-binaphthalene-2,2'-diol, are readily prepared by direct nucleophilic substitution of binaphthol-sodium salt on dibromoacetophenone and react highly diastereoselectively with lithium aluminium hydride and Grignard reagents to afford protected atrolactaldehyde and related compounds in high yield.

  DOI：

  10.1016/s0957-4166(00)80276-1

文献信息

• Chiral Compounds
  申请人：Farrand Louise Diane

  公开号：US20080272337A1

  公开（公告）日：2008-11-06

  The invention relates to chiral compounds, methods of their preparation, and to their use in optical, electrooptical, electronic, semiconducting or luminescent components or devices, and in decorative, security, cosmetic or diagnostic applications.
• US7771800B2
  申请人：——

  公开号：US7771800B2

  公开（公告）日：2010-08-10
• Highly diastereoselective reduction and addition of nucleophiles to binaphthol-protected arylglyoxals
  作者：Paola Maglioli、Ottorino De Lucchi、Giovanna Delogu、Giovanni Valle

  DOI：10.1016/s0957-4166(00)80276-1

  日期：1992.1

  Arylglyoxals, protected at the aldehyde function with 1,1'-binaphthalene-2,2'-diol, are readily prepared by direct nucleophilic substitution of binaphthol-sodium salt on dibromoacetophenone and react highly diastereoselectively with lithium aluminium hydride and Grignard reagents to afford protected atrolactaldehyde and related compounds in high yield.