methyl 2,3,4,6,7,8,9,10,11-nona-O-benzyl-12,13-dideoxy-12,13-didehydro-L-threo-L-manno-α-D-gluco-tridec-1,5-pyranoside | 1430815-01-2

• 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: methyl 2,3,4,6,7,8,9,10,11-nona-O-benzyl-12,13-dideoxy-12,13-didehydro-L-threo-L-manno-α-D-gluco-tridec-1,5-pyranoside
• 英文别名: (2R,3S,4S,5R,6S)-2-[(1R,2R,3S,4S,5R,6S)-1,2,3,4,5,6-hexakis(phenylmethoxy)oct-7-enyl]-6-methoxy-3,4,5-tris(phenylmethoxy)oxane
• CAS: 1430815-01-2
• 化学式: C₇₇H₈₀O₁₁
• 分子量: 1181.48
• InChiKey: OUHXSRGPPSUWDV-WGUHJPJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  88
• 可旋转键数：
  35
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  iodomethyltriphenylphosphane 、 methyl 2,3,4,6,7,8,9,10,11-nona-O-benzyl-L-threo-L-manno-α-D-gluco-dodeca-1,5-pyranosid-12-ulose 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 25.0h， 以35%的产率得到methyl 2,3,4,6,7,8,9,10,11-nona-O-benzyl-12,13-dideoxy-12,13-didehydro-L-threo-L-manno-α-D-gluco-tridec-1,5-pyranoside
  参考文献：
  名称：

  An approach to highly oxygenated monocyclic derivatives with large rings

  摘要：

  Coupling of the D-glucose and D-xylose derivatives via a phosphonate methodology provided a C12 higher sugar enone, which was converted into the protected dodecitol with both terminal free OH groups. This compound was used as a starting material for the preparation of highly oxygenated macrocyclic derivatives. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.03.009