1,2-O-isopropylidene-3-methyl-5-vinyl-α-D-xylofuranose | 507485-44-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-isopropylidene-3-methyl-5-vinyl-α-D-xylofuranose
• CAS: 507485-44-1
• 化学式: C₁₁H₁₈O₅
• 分子量: 230.261
• InChiKey: WFCZJMFACSPKGR-JNSGDMPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.42
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2,6-二氟吡啶 、 1,2-O-isopropylidene-3-methyl-5-vinyl-α-D-xylofuranose 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Allylic Alcohols as Radical Allylating Agents. An Overall Olefination of Aldehydes and Ketones

  摘要：

  2-Fluoroyridynl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Witting and related olefination reactions.

  DOI：

  10.1021/ja802899m
• 作为产物：
  描述：

  乙烯基溴化镁 、 1,2-O-异亚丙基-3-O-甲基-Alpha-D-木五二呋喃醛糖-(1,4) 以 四氢呋喃 为溶剂， 生成 1,2-O-isopropylidene-3-methyl-5-vinyl-α-D-xylofuranose
  参考文献：
  名称：

  Allylic Alcohols as Radical Allylating Agents. An Overall Olefination of Aldehydes and Ketones

  摘要：

  2-Fluoroyridynl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Witting and related olefination reactions.

  DOI：

  10.1021/ja802899m

文献信息

• A convenient synthesis of fluorinated vinyl ethers derived from di-O-isopropylidenehexofuranose and O-isopropylidenepentofuranose
  作者：Bartosz Marciniak、Monika Bilska-Markowska、Monika Grzeszczuk、Magdalena Rapp、Henryk Koroniak

  DOI：10.1016/j.jfluchem.2014.06.013

  日期：2014.11

  This paper focuses on a convenient synthesis of fluorinated vinyl ethers derived from di-O-isopropylidenehexofuranose and O-isopropylidenepentofuranose allyl alcohols. The structures of new compounds have been confirmed by H-1, C-13 and F-19 NMR spectroscopic methods. An analysis of coupling constants between vinylic H and F atoms observed in F-19 NMR spectra has allowed assignment of Z/E geometry of the products. (C) 2014 Elsevier B.V. All rights reserved.