trans-3,10-epoxy-p-menthene-8 | 220314-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: trans-3,10-epoxy-p-menthene-8
• 英文别名: (3aS,6R,7aR)-6-methyl-3-methylene-2,3,3a,4,5,6,7,7a-octahydrobenzofuran；(3aS,6R,7aR)-6-methyl-3-methylidene-3a,4,5,6,7,7a-hexahydro-1-benzofuran
• CAS: 220314-66-9
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: LSACYFIZGVJERR-FKTZTGRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trans-3,10-epoxy-p-menthene-8 在 吡啶 、 chromium(VI) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以84%的产率得到trans-p-menthanolide
  参考文献：
  名称：

  Brocksom, Timothy J.; Santos, Reginaldo B. dos; Varanda, Newton A., Synthetic Communications, 1988, vol. 18, # 12, p. 1403 - 1410

  摘要：

  DOI：
• 作为产物：
  描述：

  (1R,2S,5R)-5-methyl-2-<1-methylene-2-(trimethylsilyl)ethyl>-1-cyclohexanol 在 亚碘酰苯 、 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 以80%的产率得到trans-3,10-epoxy-p-menthene-8
  参考文献：
  名称：

  Isopulegol as a Model Compound: Metalation and Substitution of an Allylic Position in the Presence of an Unprotected Hydroxy Function

  摘要：

  DOI：

  10.1002/(sici)1099-0690(199902)1999:2<459::aid-ejoc459>3.0.co;2-f

文献信息

• BROCKSOM, TIMOTHY J.;DOS, SANTOS REGINALDO B.;VARANDA, NEWTON A.;BROCKSOM+, SYNTH. COMMUN., 18,(1988) N 12, C. 1403-1410
  作者：BROCKSOM, TIMOTHY J.、DOS, SANTOS REGINALDO B.、VARANDA, NEWTON A.、BROCKSOM+

  DOI：——

  日期：——
• Antiproliferative Activity of (−)‐Isopulegol‐based 1,3‐Oxazine, 1,3‐Thiazine and 2,4‐Diaminopyrimidine Derivatives
  作者：Fatima Z. Bamou、Tam M. Le、Bizhar A. Tayeb、Seyyed A. S. Tahaei、Renáta Minorics、István Zupkó、Zsolt Szakonyi

  DOI：10.1002/open.202200169

  日期：2022.10

  AbstractA series of novel heterocyclic structures, namely 1,3‐oxazines, 1,3‐thiazines and 2,4‐diaminopyrimidines, were designed and synthesised. The bioassay tests demonstrated that, among these analogues, 2,4‐diaminopyridine derivatives showed significant antiproliferative activity against different human cancer cell lines (A2780, SiHa, HeLa, MCF‐7 and MDA‐MB‐231). Pyrimidines substituted with N2‐(p‐trifluoromethyl)aniline, in particular, displayed a potent inhibitory effect on the growth of cancer cells. Structure–activity relationships were also studied from the aspects of stereochemistry on the aminodiol moiety as well as exploring the effects of substituents on the pyrimidine scaffold.