(3R)-3-(甲氧基甲氧基)-1-丁醇 | 60405-27-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (3R)-3-(甲氧基甲氧基)-1-丁醇
• 英文名称: 3-(Methoxymethoxy)-1-butanol
• 英文别名: 3-(methoxymethoxy)butan-1-ol
• CAS: 60405-27-8
• 化学式: C₆H₁₄O₃
• mdl: MFCD11036348
• 分子量: 134.175
• InChiKey: AGDCYCRHQFDLPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为产物：
  描述：

  1-acetoxy-3-(chloromethoxy)butane 在 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 3.0h， 生成 (3R)-3-(甲氧基甲氧基)-1-丁醇
  参考文献：
  名称：

  SELECTIVE PROTECTION OF 1,3-DIOLS AT THE MORE HINDERED HYDROXY GROUP: 3-(METHOXYMETHOXY)-1-BUTANOL

  摘要：

  DOI：

  10.15227/orgsyn.075.0177

文献信息

• Deprotection of Acetals and Silyl Ethers Using a Polymer-Supported π-Acid Catalyst: Chemoselectivity and Polymer Effect
  作者：Nobuyuki Tanaka、Yukio Masaki

  DOI：10.1055/s-1999-3000

  日期：1999.12

  A polymeric dicyanoketene acetal (DCKA), prepared from a styrene monomer bearing dicyanoketene acetal functionality, was found to be an effective and recyclable catalyst in the chemoselective deprotection of acetals and silyl ethers. A remarkable acceleration accountable for the polymer effect was observed.

  一种由带有二氰基乙烯酮缩醛功能的苯乙烯单体制备的聚合型二氰基乙烯酮缩醛（DCKA），被发现是一种有效且可回收利用的催化剂，用于乙缩醛和硅醚的选择性脱保护反应。实验观察到由于聚合物效应引起的显著加速现象。
• Selective Protection of 1,2- and 1,3-Diols via Acylative Cleavage of Cyclic Formals
  作者：William F. Bailey、Lyn M. J. Zarcone、Alberto D. Rivera

  DOI：10.1021/jo00113a037

  日期：1995.4

  An efficient two-step method for the differential functionalization of 1,2- and 1,3-diols, involving regioselective cleavage of five- and six-membered cyclic formals with acetyl chloride followed by conversion of the resulting chloromethyl ether acetate 1 to an alkoxymethyl ether acetate (2), has been developed. When applied to unsymmetrically substituted cyclic formals, the differential functionalization sequence is highly selective and produces an alkoxymethyl ether acetate having the acetate at the less hindered center and the acetal moiety at the more hindered center. Removal of either protecting group affords a selectively monoprotected diol: for the case of an unsymmetrical diol, removal of the acetate gives a product selectively protected with an acetal group at the more hindered hydroxyl.