(2R,4aR,6S,8S,8aR)-6-methoxy-8-[(4-methoxyphenyl)methoxy]-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-7-one | 693807-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• 英文名称: (2R,4aR,6S,8S,8aR)-6-methoxy-8-[(4-methoxyphenyl)methoxy]-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-7-one
• CAS: 693807-07-7
• 化学式: C₂₂H₂₄O₇
• 分子量: 400.428
• InChiKey: ZWQQFUCCLTWTHJ-FYKMYLNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  烯丙基溴化镁 、 (2R,4aR,6S,8S,8aR)-6-methoxy-8-[(4-methoxyphenyl)methoxy]-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-7-one 以 二氯甲烷 、 甲苯 为溶剂， 生成 (2R,4aR,6S,7R,8S,8aR)-7-Allyl-6-methoxy-8-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol 、 (2R,4aR,6S,7S,8S,8aR)-7-Allyl-6-methoxy-8-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol
  参考文献：
  名称：

  Grignard additions to 2-uloses: synthesis of stereochemically pure tertiary alcohols

  摘要：

  The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.106
• 作为产物：
  描述：

  4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 在 草酰氯 、 二正丁基氧化锡 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 29.0h， 生成 (2R,4aR,6S,8S,8aR)-6-methoxy-8-[(4-methoxyphenyl)methoxy]-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxin-7-one
  参考文献：
  名称：

  Grignard additions to 2-uloses: synthesis of stereochemically pure tertiary alcohols

  摘要：

  The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.106

文献信息

• Grignard additions to 2-uloses: synthesis of stereochemically pure tertiary alcohols
  作者：Ed Cleator、Catherine F. McCusker、Frank Steltzer、Steven V. Ley

  DOI：10.1016/j.tetlet.2004.02.106

  日期：2004.4

  The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product. (C) 2004 Elsevier Ltd. All rights reserved.