(2R,3R,4R,5S)-3,5-Bis-benzyloxy-1,4-bis-methoxymethoxy-hept-6-en-2-ol | 669053-64-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4R,5S)-3,5-Bis-benzyloxy-1,4-bis-methoxymethoxy-hept-6-en-2-ol
• 英文别名: (2R,3R,4R,5S)-1,4-bis(methoxymethoxy)-3,5-bis(phenylmethoxy)hept-6-en-2-ol
• CAS: 669053-64-9
• 化学式: C₂₅H₃₄O₇
• 分子量: 446.541
• InChiKey: WFCWWAPLXZPFPB-ZFFYZDHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5S)-3,5-Bis-benzyloxy-1,4-bis-methoxymethoxy-hept-6-en-2-ol 在 盐酸 、 sodium hydride 作用下， 以 异丙醇 为溶剂， 反应 11.0h， 生成 (3S,4R,5S,6R)-3,5-dibenzyloxy-4,7-dihydroxy-6-(4-methoxybenzyl)oxyhept-1-ene
  参考文献：
  名称：

  The first construction of a 3,6-bridged ellagitannin skeleton with 1C4/B glucose core; synthesis of nonamethylcorilagin

  摘要：

  The synthesis of nonamethylcorilagin is described. In the synthesis, the intramolecular Ullmann coupling afforded the (R)-hexahydroxydiphenoyl part-a characteristic bridge structure of the target molecule-when the glucopyranose ring was opened in advance. This synthesis demonstrates the first synthetic approach to a 3,6-bridged ellagitannin skeleton whose conformation of the D-glucose core is C-1(4) or skew boat. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.006
• 作为产物：
  描述：

  1-硫代-b-D-吡喃葡萄糖苷对甲苯酯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.33h， 生成 (2R,3R,4R,5S)-3,5-Bis-benzyloxy-1,4-bis-methoxymethoxy-hept-6-en-2-ol
  参考文献：
  名称：

  The first construction of a 3,6-bridged ellagitannin skeleton with 1C4/B glucose core; synthesis of nonamethylcorilagin

  摘要：

  The synthesis of nonamethylcorilagin is described. In the synthesis, the intramolecular Ullmann coupling afforded the (R)-hexahydroxydiphenoyl part-a characteristic bridge structure of the target molecule-when the glucopyranose ring was opened in advance. This synthesis demonstrates the first synthetic approach to a 3,6-bridged ellagitannin skeleton whose conformation of the D-glucose core is C-1(4) or skew boat. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.006

文献信息

• The first construction of a 3,6-bridged ellagitannin skeleton with 1C4/B glucose core; synthesis of nonamethylcorilagin
  作者：Yasunori Ikeda、Kohei Nagao、Koki Tanigakiuchi、Go Tokumaru、Hitoshi Tsuchiya、Hidetoshi Yamada

  DOI：10.1016/j.tetlet.2003.11.006

  日期：2004.1

  The synthesis of nonamethylcorilagin is described. In the synthesis, the intramolecular Ullmann coupling afforded the (R)-hexahydroxydiphenoyl part-a characteristic bridge structure of the target molecule-when the glucopyranose ring was opened in advance. This synthesis demonstrates the first synthetic approach to a 3,6-bridged ellagitannin skeleton whose conformation of the D-glucose core is C-1(4) or skew boat. (C) 2003 Elsevier Ltd. All rights reserved.