(1S,2R,3R,4R)-2,3,5-Tris-benzyloxy-4-hydroxy-6-[1-phenyl-meth-(Z)-ylidene]-cyclohexanecarbaldehyde | 1060710-03-3

• 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: (1S,2R,3R,4R)-2,3,5-Tris-benzyloxy-4-hydroxy-6-[1-phenyl-meth-(Z)-ylidene]-cyclohexanecarbaldehyde
• CAS: 1060710-03-3
• 化学式: C₃₅H₃₄O₅
• 分子量: 534.652
• InChiKey: JPKWKAWGEJPVAB-AQKVXZDRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,3R,4R)-2,3,5-Tris-benzyloxy-4-hydroxy-6-[1-phenyl-meth-(Z)-ylidene]-cyclohexanecarbaldehyde 生成 (1R,2R,3R,4R)-2,3,6-Tris-benzyloxy-4-hydroxymethyl-5-[1-phenyl-meth-(Z)-ylidene]-cyclohexanol
  参考文献：
  名称：

  A Divergent Route for a Total Synthesis of Cyclophellitol and Epicyclophellitol from a [2.2.2]Oxabicyclic Glycoside Prepared from D-Glucal

  摘要：

  D-Glucal has been used for syntheses of Tatsuta's penultimate intermediate for cyclophellitol and epicyclophellitol via a 6-exo-trig radical cyclization of 2-deoxy-2-iodo-6-alkynyl glycoside, the diastereomeric mixture produced thereby being separated into two sets, each of which leads to one or other target materials.

  DOI：

  10.1021/jo00091a004
• 作为产物：
  描述：

  3,4-di-O-benzyl-D-glucal 在 N-碘代丁二酰亚胺 、 正丁基锂 、 草酰氯 、 偶氮二异丁腈 、 三正丁基氢锡 、 二甲基亚砜 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 生成 (1S,2R,3R,4R)-2,3,5-Tris-benzyloxy-4-hydroxy-6-[1-phenyl-meth-(Z)-ylidene]-cyclohexanecarbaldehyde
  参考文献：
  名称：

  A Divergent Route for a Total Synthesis of Cyclophellitol and Epicyclophellitol from a [2.2.2]Oxabicyclic Glycoside Prepared from D-Glucal

  摘要：

  D-Glucal has been used for syntheses of Tatsuta's penultimate intermediate for cyclophellitol and epicyclophellitol via a 6-exo-trig radical cyclization of 2-deoxy-2-iodo-6-alkynyl glycoside, the diastereomeric mixture produced thereby being separated into two sets, each of which leads to one or other target materials.

  DOI：

  10.1021/jo00091a004

文献信息

• A Divergent Route for a Total Synthesis of Cyclophellitol and Epicyclophellitol from a [2.2.2]Oxabicyclic Glycoside Prepared from D-Glucal
  作者：R. E. McDevitt、B Fraser-Reid

  DOI：10.1021/jo00091a004

  日期：1994.6

  D-Glucal has been used for syntheses of Tatsuta's penultimate intermediate for cyclophellitol and epicyclophellitol via a 6-exo-trig radical cyclization of 2-deoxy-2-iodo-6-alkynyl glycoside, the diastereomeric mixture produced thereby being separated into two sets, each of which leads to one or other target materials.