(E)-1-(methoxymethoxy)dec-2-ene | 1219000-89-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1-(methoxymethoxy)dec-2-ene
• CAS: 1219000-89-1
• 化学式: C₁₂H₂₄O₂
• 分子量: 200.321
• InChiKey: LYQHBQBJOOBJBD-MDZDMXLPSA-N

物化性质

• 沸点：
  245.4±15.0 °C(Predicted)
• 密度：
  0.859±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(methoxymethoxy)dec-2-ene 在 丙烷-1-硫醇 、 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.12h， 以89%的产率得到反式-2-癸烯醇
  参考文献：
  名称：

  A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers

  摘要：

  We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBt(2) and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary. and tertiary alcohols or phenol derivatives The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.01.007
• 作为产物：
  描述：

  反式-2-癸烯醇 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-1-(methoxymethoxy)dec-2-ene
  参考文献：
  名称：

  A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers

  摘要：

  We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBt(2) and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary. and tertiary alcohols or phenol derivatives The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.01.007

文献信息

• Wacker-Type Oxidation of Internal Alkenes using Pd(Quinox) and TBHP
  作者：Ryan J. DeLuca、Jennifer L. Edwards、Laura D. Steffens、Brian W. Michel、Xiaoxiao Qiao、Chunyin Zhu、Silas P. Cook、Matthew S. Sigman

  DOI：10.1021/jo302638v

  日期：2013.2.15

  The Pd-catalyzed TBHP-mediated Wacker-type oxidation of internal alkenes is reported. The reaction uses 2(4,5-dihydro-2-oxazolyl)quinoline (Quinox) as ligand and TBHP(aq) as oxidant to deliver single ketone constitutional isomer products in a predictable fashion from electronically biased olefins. This methodology is showcased through its application on an advanced intermediate in the total synthesis of the antimalarial drug artemisinin.
• A facile method for the rapid and selective deprotection of methoxymethyl (MOM) ethers
  作者：Jae Hyun Han、Young Eun Kwon、Jeong-Hun Sohn、Do Hyun Ryu

  DOI：10.1016/j.tet.2010.01.007

  日期：2010.2

  We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBt(2) and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary. and tertiary alcohols or phenol derivatives The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols (C) 2010 Elsevier Ltd All rights reserved