(S)-1-((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol | 263711-10-0

• 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: (S)-1-((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol
• 英文别名: (1S)-1-[(4R,5R)-2,2-dimethyl-5-(phenylmethoxymethyl)-1,3-dioxolan-4-yl]pentan-1-ol
• CAS: 263711-10-0
• 化学式: C₁₈H₂₈O₄
• 分子量: 308.418
• InChiKey: XJTFUROJPQASMC-GVDBMIGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1-((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol 在 4-二甲氨基吡啶 、 palladium dihydroxide 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 12.0h， 生成 Acetic acid (S)-1-((4R,5R)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl ester
  参考文献：
  名称：

  A stereoselective synthesis of (+)-boronolide

  摘要：

  A stereoselective synthesis of (+)-boronolide is described. The key steps involve a stereoselective reduction of an oc-hydroxy ketone, allylation of an alpha-hydroxy aldehyde and a ring-closing olefin metathesis of a homoallylic alcohol derived acrylate ester utilizing Grubbs' catalyst. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02246-7
• 作为产物：
  描述：

  (4S,5R)-N-methoxy-N,2,2-trimethyl-5-(phenylmethoxymethyl)-1,3-dioxolane-4-carboxamide 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-1-((4R,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentan-1-ol
  参考文献：
  名称：

  A stereoselective synthesis of (+)-boronolide

  摘要：

  A stereoselective synthesis of (+)-boronolide is described. The key steps involve a stereoselective reduction of an oc-hydroxy ketone, allylation of an alpha-hydroxy aldehyde and a ring-closing olefin metathesis of a homoallylic alcohol derived acrylate ester utilizing Grubbs' catalyst. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02246-7

文献信息

• A stereoselective synthesis of (+)-boronolide
  作者：Arun K Ghosh、Geoffrey Bilcer

  DOI：10.1016/s0040-4039(99)02246-7

  日期：2000.2

  A stereoselective synthesis of (+)-boronolide is described. The key steps involve a stereoselective reduction of an oc-hydroxy ketone, allylation of an alpha-hydroxy aldehyde and a ring-closing olefin metathesis of a homoallylic alcohol derived acrylate ester utilizing Grubbs' catalyst. (C) 2000 Elsevier Science Ltd. All rights reserved.