(S)-5-[(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3,7-dimethyl-oct-2-enyl]-5-methyl-cyclopent-1-enecarbaldehyde | 871823-48-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (S)-5-[(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3,7-dimethyl-oct-2-enyl]-5-methyl-cyclopent-1-enecarbaldehyde
• CAS: 871823-48-2
• 化学式: C₂₅H₄₆O₄Si
• 分子量: 438.723
• InChiKey: SEVYDIBXTSTYIB-KTVUAYAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.68
• 重原子数：
  30.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-5-[(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3,7-dimethyl-oct-2-enyl]-5-methyl-cyclopent-1-enecarbaldehyde 在 18-冠醚-6 triethylamine tris(hydrogen fluoride) 作用下， 生成 {(S)-5-[(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3,7-dimethyl-oct-2-enyl]-5-methyl-cyclopent-1-enyl}-hydroxy-acetonitrile
  参考文献：
  名称：

  General synthetic approach to bicyclo[9.3.0]tetradecenone: a versatile intermediate to clavulactone and clavirolides

  摘要：

  An efficient and stereoselective approach to the bicyclo[9.3.0]tetradecenone core structure of clavulactone starting from readily and abundantly available 2-methyl-1,3-cyclopentandione employing microbial desymmetrization and cyanohydrin alkylation as the key steps is described. The synthetic route described herein is applicable to the syntheses of the core structures of Clavirolides A-F. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.106
• 作为产物：
  描述：

  (Z)-(R)-8-((S)-2-Benzyloxymethyl-1-methyl-cyclopent-2-enyl)-1-(tert-butyl-dimethyl-silanyloxy)-2,6-dimethyl-oct-6-en-4-ol 在 邻苯二甲酸二甲酯 、 lithium dihydronaphthylide radical 、 N,N-二异丙基乙胺 作用下， 生成 (S)-5-[(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxymethoxy-3,7-dimethyl-oct-2-enyl]-5-methyl-cyclopent-1-enecarbaldehyde
  参考文献：
  名称：

  General synthetic approach to bicyclo[9.3.0]tetradecenone: a versatile intermediate to clavulactone and clavirolides

  摘要：

  An efficient and stereoselective approach to the bicyclo[9.3.0]tetradecenone core structure of clavulactone starting from readily and abundantly available 2-methyl-1,3-cyclopentandione employing microbial desymmetrization and cyanohydrin alkylation as the key steps is described. The synthetic route described herein is applicable to the syntheses of the core structures of Clavirolides A-F. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.106