1-Carbomethoxy-4-methylcyclohexa-1,4-dien | 53312-54-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-Carbomethoxy-4-methylcyclohexa-1,4-dien
• 英文别名: 4-methyl-cyclohexa-1,4-dienecarboxylic acid methyl ester；4-Methyl-cyclohexa-1,4-diencarbonsaeure-methylester；Methyl 4-methyl-1,4-cyclohexadiene-1-carboxylate；methyl 4-methylcyclohexa-1,4-diene-1-carboxylate
• CAS: 53312-54-2
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: SYOIJOUMGRVQDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Carbomethoxy-4-methylcyclohexa-1,4-dien 在 mercury(II) diacetate 作用下， 以 乙醚 为溶剂， 生成 1-Methyl-4-(1-methyl-1-vinyloxy-ethyl)-cyclohexa-1,4-diene
  参考文献：
  名称：

  Hoppmann,A.; Weyerstahl,P., Chemische Berichte, 1974, vol. 107, p. 1102 - 1107

  摘要：

  DOI：
• 作为产物：
  描述：

  天然橡胶 在 对苯二酚 作用下， 以 甲苯 为溶剂， 生成 1-Carbomethoxy-4-methylcyclohexa-1,4-dien
  参考文献：
  名称：

  Hoppmann,A.; Weyerstahl,P., Chemische Berichte, 1974, vol. 107, p. 1102 - 1107

  摘要：

  DOI：

文献信息

• 10.1021/acs.oprd.4c00211
  作者：Molinaro, Carmela、Wong, Nicholas、White, Nicholas A.、Sirois, Lauren E.、Bigler, Raphael、Bindschaedler, Quentin P.、Do, Steven、Malhotra, Sushant、Gosselin, Francis

  DOI：10.1021/acs.oprd.4c00211

  日期：——

  boronate derived from 2 with rac-4-methylcyclohex-2-en-1-one (rac-4) in a Hayashi arylation that sets two relative stereocenters of the target molecule. This in turn inspired the development of an improved synthesis of (R)-4-methylcyclohex-2-en-1-one ((R)-4) via optimized methodology for the asymmetric monohydrogenation of 1,4-dienes, thus setting the stage for a fully asymmetric synthesis of inhibitor

  描述了立体化学纯的 KRAS G12C共价抑制剂1的可行、适合目的的合成，这是一种潜在的癌症新疗法。合成路线由市售2-氟-5-甲基苯胺( 2 )、( S )-3-甲基哌嗪-1-甲酸叔丁酯( 8 )和( S )-(1-甲基吡咯烷-2)组成，共13步-基)甲醇( 10 )。该序列中的一个关键转化是由2衍生的芳基硼酸酯与rac -4-甲基环己-2-en-1-酮 ( rac -4 ) 在 Hayashi 芳基化中进行非对映选择性 1,4-加成，设置了两个相对立体中心目标分子。这反过来又激发了通过 1,4-二烯不对称单氢化的优化方法改进 ( R ) - 4-甲基环己-2-en-1-酮 (( R ) - 4 ) 合成的开发，从而设定了抑制剂1的完全不对称合成阶段。
• Synthesis of the Tricyclic Core of Aldingenin B by Oxidative Cyclo-Ketalization of an Alkyne-Diol
  作者：Jingyue Yang、Jumreang Tummatorn、Rimantas Slegeris、Sami F. Tlais、Gregory B. Dudley

  DOI：10.1021/ol200421s

  日期：2011.4.15

  The preparation and selenium-mediated cyclo-ketalization of an alkyne-diol is described as a model study for the synthesis of aldingenin B. The oxidative cyclization is a simplifying transformation for aldingenin B, as it provides a convenient method for generating the tricylic core of the natural product from a functionalized cyclohexane.
• BOYD D. R.; BERCHTOLD G. A., J. AMER. CHEM. SOC., 1979, 101, NO 9, 2470-2474
  作者：BOYD D. R.、 BERCHTOLD G. A.

  DOI：——

  日期：——
• Hoppmann,A.; Weyerstahl,P., Chemische Berichte, 1974, vol. 107, p. 1102 - 1107
  作者：Hoppmann,A.、Weyerstahl,P.

  DOI：——

  日期：——
• Small amounts of venous gas embolism cause delayed impairment of endothelial function and increase polymorphonuclear neutrophil infiltration
  作者：Vibeke Nossum、Astrid Hjelde、Alf O. Brubakk

  DOI：10.1007/s00421-001-0531-y

  日期：2002.1

  Gas bubbles from decompression and gas embolization lead to endothelial dysfunction and mechanical injury in the pig. rabbit and lamb. In the study presented here, 0.01 ml air/min/kg was infused through a catheter into the jugular vein in 12 rabbits for 60 min. The endothelial response was measured using tension measurements in the blood vessel wall, and morphological changes where quantified using light microscopy and image processing. Percent lung water content was calculated and used to estimate the severity of pulmonary oedema. The infusion led to a significant decrease in the acetylcholine-mediated endothelial-dependent vasodilatation in the pulmonary artery 6 h after the infusion (6-h group, n = 6). A decrease in substance-P-mediated endothelial-dependent vasodilatation was also detected. No changes where seen in a group of rabbits examined I h after infusion (1-h group, n=6). The impaired endothelial-dependent vasodilatation caused by the bubbles is probably biochemical in origin, since no visible changes were seen in the endothelial layer. A significant increase in polymorphonuclear neutrophils was observed in the 6-h group compared to the 1-h group. This study demonstrates that small numbers of bubbles, corresponding to ''silent bubbles'', lead to an impairment of the endothelial-dependent vasoactive response.