2-苯基-3-乙氧甲酰呋喃 | 50626-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 2-苯基-3-乙氧甲酰呋喃
• 英文名称: ethyl 2-phenylfuran-3-carboxylate
• 英文别名: 2-Phenyl-3-carbethoxyfuran
• CAS: 50626-02-3
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: VMAQXZDICAYJMS-UHFFFAOYSA-N

物化性质

• LogP：
  3.04
• 溶解度：
  insoluble in water; soluble in oils
• 密度：
  1.120-1.132
• 折光率：
  1.515-1.527

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932190090

制备方法与用途

毒性

GRAS(FEMA)。

使用限量

FEMA：无醇饮料、冷饮、糖食制品、布丁、凝胶、果酱、胶姆糖、乳与乳制品等，均限2.5mg/kg。

反应信息

• 作为反应物：
  描述：

  2-苯基-3-乙氧甲酰呋喃 生成 2-phenyl-3-furoic acid
  参考文献：
  名称：

  Fujita, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1925, # 519, p. 4

  摘要：

  DOI：
• 作为产物：
  描述：

  Ethyl 5-phenyl-2-phenylsulfanyl-2,3-dihydrofuran-4-carboxylate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以78%的产率得到2-苯基-3-乙氧甲酰呋喃
  参考文献：
  名称：

  Chan, Wing Hong; Lee, Albert W. M.; Chan, Eddy T. T., Journal of the Chemical Society. Perkin transactions I, 1992, # 8, p. 945 - 946

  摘要：

  DOI：

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• The Rearrangement of <i>tert</i>-Butylperoxides for the Construction of Polysubstituted Furans
  作者：Xiaojian Zheng、Shenglin Lu、Zhiping Li

  DOI：10.1021/ol402509u

  日期：2013.11

  The Brønsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum–DelaMare rearrangements and acid-promoted Paal–Knorr reactions.

  布朗斯台德酸催化的叔丁基过氧化物的重排提供了一种新的策略，可通过1,2-芳基迁移来构建2,3-二取代的呋喃。此外，叔丁基过氧化物也可以通过一系列碱催化的Kornblum-DelaMare重排和酸促进的Paal-Knorr反应转化为2,3,5-三取代或2,5-二取代的呋喃。
• Rhodium-catalyzed synthesis of 2,3 – Disubstituted N -methoxy pyrroles and furans via [3+2] cycloaddition between metal carbenoids and activated olefins
  作者：Bharath Kumar Kuruba、Samuel Vasanthkumar、Lourdusamy Emmanuvel

  DOI：10.1016/j.tet.2017.04.007

  日期：2017.6

  the synthesis of 2-substituted N-alkoxy pyrrole 3-carboxylate and furan 3-carboxylate via Rh-catalyzed [3+2] cycloaddition between α-diazo oxime ether or α-diazo carbonyl compounds with vinyl equivalents in a one-pot process. We have demonstrated ethyl vinyl ether as well as vinyl acetate as vinyl equivalents and both were found to give excellent yields. We have also demonstrated the synthesis of N-alkoxy

  我们首次报道了通过α-重氮肟醚或具有乙烯基当量的α-重氮羰基化合物之间的Rh催化的[3 + 2]环加成反应合成2-取代的N-烷氧基吡咯3-羧酸盐和呋喃3-羧酸盐在一锅法过程中。我们已经证明乙基乙烯基醚以及乙酸乙烯酯作为乙烯基当量，并且发现两者均具有优异的产率。我们还证明了通过在低温下进行反应可以合成N-烷氧基二氢吡咯衍生物。
• Transition-Metal-Free Approach to Polysubstituted Furans
  作者：Changming You、Zhenming Zhang、Yongliang Tu、Hong Tang、Yuanfeng Wang、Da Long、Junfeng Zhao

  DOI：10.1021/acs.joc.9b03006

  日期：2020.3.6

  A convenient and straightforward strategy for the synthesis of 2,3-disubstituted and 2,3,5-trisubstituted furans via a base-promoted domino reaction of β-keto compounds with vinyl dichlorides is described. This transition-metal-free approach proceeds under operationally simple reaction conditions featuring easily available starting materials, a broad substrate scope, and good functional group tolerance

  描述了一种通过β-酮化合物与二氯乙烯的碱促进的多米诺反应合成2,3-二取代和2,3,5-三取代的呋喃的便捷方法。这种无过渡金属的方法在操作简单的反应条件下进行，该条件具有容易获得的起始原料，广泛的底物范围和良好的官能团耐受性。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。