(5-tert-Butyl-2-methyl-3-furyl)methyl alcohol | 154160-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (5-tert-Butyl-2-methyl-3-furyl)methyl alcohol
• 英文别名: 5-tert-butyl-3-(hydroxymethyl)-2-methylfuran；(5-tert-butyl-2-methyl-3-furyl)methanol；(5-Tert-butyl-2-methylfuran-3-yl)methanol
• CAS: 154160-60-8
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: HVKNQNXYLSMNMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-tert-Butyl-2-methyl-3-furyl)methyl alcohol 在 吡啶 、 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 5-Tert-butyl-3-(chloromethyl)-2-methylfuran
  参考文献：
  名称：

  摘要：

  2-Halomethyl derivatives of 3-functionalized 5-tert-butylfurans are phosphorylated under conditions of the Michaelis-Becker and Arbuzov reactions similarly to other halomethylfurans. No effect of the tert-butyl substituent on the yield of the reaction products was found in this case. Contrary to that, the 2-methoxymethyl derivative of 3-chloromethyl-5-tert-butylfuran proved to be more thermostable than its analog containing no tert-butyl substituent. As a result, the yield of phosphonate in the Michaelis-Becker reaction under similar conditions increases 2.5 times. The observed stabilization of the furan ring is explained by shielding of its oxygen atom by the tert-butyl group.

  DOI：

  10.1023/a:1015324824425
• 作为产物：
  描述：

  2-methyl-5-(tert-butyl)furan-3-carboxylic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以73%的产率得到(5-tert-Butyl-2-methyl-3-furyl)methyl alcohol
  参考文献：
  名称：

  摘要：

  2-Halomethyl derivatives of 3-functionalized 5-tert-butylfurans are phosphorylated under conditions of the Michaelis-Becker and Arbuzov reactions similarly to other halomethylfurans. No effect of the tert-butyl substituent on the yield of the reaction products was found in this case. Contrary to that, the 2-methoxymethyl derivative of 3-chloromethyl-5-tert-butylfuran proved to be more thermostable than its analog containing no tert-butyl substituent. As a result, the yield of phosphonate in the Michaelis-Becker reaction under similar conditions increases 2.5 times. The observed stabilization of the furan ring is explained by shielding of its oxygen atom by the tert-butyl group.

  DOI：

  10.1023/a:1015324824425

文献信息

• HETEROCYCLIC COMPOUND
  申请人：Banno Yoshihiro

  公开号：US20100256156A1

  公开（公告）日：2010-10-07

  The present invention provides a heterocyclic compound represented by the following formula (I), which has a glucagon antagonistic action and is useful for the prophylaxis or treatment of diabetes and the like, a compound represented by wherein ring A is an optionally substituted benzene ring and the like; Y is a nitrogen atom and the like; X is —O— and the like; R 4 is a hydrogen atom and the like; R 5 and R 6 are each independently a hydrogen atom and the like; R 1 is an optionally substituted hydrocarbon group and the like; R 2 is a hydrogen atom and the like; and R 3 is —(CH 2 ) 3 —COOH and the like, or a salt thereof.

  本发明提供了一种由以下式（I）表示的杂环化合物，该化合物具有葡萄糖高升素拮抗作用，并可用于预防或治疗糖尿病等疾病，其中，式中环A为可选取代苯环等；Y为氮原子等；X为—O—等；R4为氢原子等；R5和R6各自独立地为氢原子等；R1为可选取代的碳氢基团等；R2为氢原子等；R3为—（CH2）3—COOH等，或其盐。
• Effects of 5-tert-Butyl and 5-Methyl Group Substitution on the Reactivity and Dimerization Products of Furan-Based o-Quinodimethanes
  作者：Walter S. Trahanovsky、Chin-Hsing Chou、Timothy J. Cassady

  DOI：10.1021/jo00088a054

  日期：1994.5
• HETEROCYCLIC COMPOUND AS GLUCAGON ANTAGONIST
  申请人：Takeda Pharmaceutical Company Limited

  公开号：EP2210876B1

  公开（公告）日：2015-05-20
• Trahanovsky Walter S., Chou Chin-Hsing, Cassady Timothy J., J. Org. Chem, 59 (1994) N 9, S 2613-2615
  作者：Trahanovsky Walter S., Chou Chin-Hsing, Cassady Timothy J.

  DOI：——

  日期：——
• US8309580B2
  申请人：——

  公开号：US8309580B2

  公开（公告）日：2012-11-13