(2S,4S,6S)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(4-methoxyphenyl)methoxy]-2-phenylmethoxyoxan-3-one | 693807-25-9

• 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: (2S,4S,6S)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(4-methoxyphenyl)methoxy]-2-phenylmethoxyoxan-3-one
• CAS: 693807-25-9
• 化学式: C₃₇H₄₂O₆Si
• 分子量: 610.822
• InChiKey: CSBRCRVSLBUKKO-VXNVPORPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  烯丙基溴化镁 、 (2S,4S,6S)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(4-methoxyphenyl)methoxy]-2-phenylmethoxyoxan-3-one 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 以78%的产率得到
  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：

  O-[(3aS,4S,6R,7R,7aS)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-4-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl] methylsulfanylmethanethioate 在 草酰氯 、 偶氮二异丁腈 、 水 、 三正丁基氢锡 、 二正丁基氧化锡 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 28.0h， 生成 (2S,4S,6S)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-[(4-methoxyphenyl)methoxy]-2-phenylmethoxyoxan-3-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.