(2R)-3-(邻烯丙基氧基苯氧基)-1,2-环氧基丙烷 | 66966-19-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2R)-3-(邻烯丙基氧基苯氧基)-1,2-环氧基丙烷
• 英文名称: (R)-o-allyloxyphenyl glycidyl ether
• 英文别名: (R)-1-(2'-allyloxyphenoxy)-2,3-epoxypropane；(R)-3-(o-allyloxyphenoxy)-1,2-epoxypropane；(2R)-3-(o-Allyloxyphenoxy)-1,2-epoxypropane；(2R)-2-[(2-prop-2-enoxyphenoxy)methyl]oxirane
• CAS: 66966-19-6
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: FZONULHLKBOHHY-SNVBAGLBSA-N

物化性质

• 沸点：
  305.1±17.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(烯丙氧基)苯酚 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 (2R)-3-(邻烯丙基氧基苯氧基)-1,2-环氧基丙烷
  参考文献：
  名称：

  环氧水解酶变体的智能库和（S）-β-Blocker前体合成的热门单曲

  摘要：

  酶活性口袋的微调已形成了环氧水解酶变体的智能库，其底物光谱范围扩大，涵盖了一系列典型的β-受体阻滞剂前体。通过在两个预计的热点上重新设计活动站点，可以将活动提高6到430倍。这项研究代表了环氧化物水解酶蛋白质工程的一项突破，并提高了对庞大底物的活性。

  DOI：

  10.1002/anie.201402653

文献信息

• Process for the preparation of 3-amino-2-hydroxy-1-propyl ethers
  申请人：Daiso Co., Ltd.

  公开号：US06057476A1

  公开（公告）日：2000-05-02

  A process for preparation of 3-amino-2-hydroxy-1-propyl ether of the formula ##STR1## wherein R.sup.1 is substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic ring, R.sup.2 and R.sup.3 are the same or different hydrogen atom, a substituted or unsubstituted alkyl, or may form a ring together with an adjacent nitrogen atom, which ring may be interrupted with nitrogen atom, oxygen atom or sulfur atom, which is characterized in reacting an epoxy compound of the formula ##STR2## wherein X is halogen, in the presence of a fluoride salt, with an alcohol and then reacting an amine. According to the above method, an intermediates for synthesis of medicines is obtained in good yield and highly optical purity.

  一种制备式为##STR1##的3-氨基-2-羟基-1-丙基醚的方法，其中R.sup.1是取代或未取代的烷基、取代或未取代的芳基，或取代或未取代的杂环环，R.sup.2和R.sup.3是相同或不同的氢原子、取代或未取代的烷基，或者与相邻的氮原子一起形成环，该环可以被氮原子、氧原子或硫原子中断，其特征在于在存在氟化盐的情况下，将式为##STR2##的环氧化合物与醇反应，然后再与胺反应。根据上述方法，可以获得合成药物的中间体，收率高且光学纯度高。
• Process for preparation of glycidyl ether
  申请人：Daiso Co., Ltd.

  公开号：US06087512A1

  公开（公告）日：2000-07-11

  A process for preparation of a glycidyl ether which is characrelized in reacting an epoxy compound of the formula ##STR1## wherein X is halogen or sulfonyloxy in the presence of a fluoride salt, with an alcohol. According to the above method, glycigyl ethers or their optically active compounds important as intermediates for synthesis of medicines are easily obtained in good yield and especially the optically active compounds are obtained with highly optical purity.

  一种制备环氧乙基醚的方法，其特征在于在氟化物盐的存在下，将式为##STR1##的环氧化合物（其中X为卤素或磺酰氧）与醇反应。根据上述方法，容易以良好的收率获得重要的中间体，即环氧乙基醚或其光学活性化合物，用于合成药物，特别是光学活性化合物的光学纯度高。
• PROCESS FOR THE PREPARATION OF 3-AMINO-2-HYDROXY-1-PROPYL ETHERS
  申请人：DAISO CO., LTD.

  公开号：EP0930291A1

  公开（公告）日：1999-07-21

  A process for preparation of 3-amino-2-hydroxy-1-propyl ether of the formula wherein R1 is substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic ring, R2 and R3 are the same or different hydrogen atom, a substituted or unsubstituted alkyl, or may form a ring together with an adjacent nitrogen atom, which ring may be interrupted with nitrogen atom, oxygen atom or sulfur atom, which is characterized in reacting an epoxy compound of the formula wherein X is halogen, in the presence of a fluoride salt, with an alcohol and then reacting an amine. According to the above method, an intermediates for synthesis of medicines is obtained in good yield and highly optical purity.

  一种制备式 3-氨基-2-羟基-1-丙基醚的工艺 其中 R1 是取代或未取代的烷基、取代或未取代的芳基或取代或未取代的杂环，R2 和 R3 是相同或不同的氢原子、取代或未取代的烷基，或可与相邻的氮原子一起形成环，该环可被氮原子、氧原子或硫原子打断、 其特征在于使式如下的环氧化合物反应 其中 X 为卤素 的环氧化合物与醇反应，然后与胺反应。 根据上述方法，可以获得产率高、光学纯度高的药物合成中间体。
• PROCESS FOR THE PREPARATION OF GLYCIDYL ETHERS
  申请人：DAISO CO., LTD.

  公开号：EP0930307A1

  公开（公告）日：1999-07-21

  A process for preparation of a glycidyl ether which is characrelized in reacting an epoxy compound of the formula wherein X is halogen or sulfonyloxy in the presence of a fluoride salt, with an alcohol According to the above method, glycigyl ethers or their optically active compounds important as intermediates for synthesis of medicines are easily obtained in good yield and especially the optically active compounds are obtained with highly optical purity.

  一种制备缩水甘油醚的工艺，该缩水甘油醚在与式中的环氧化合物反应时被炭化 其中 X 为卤素或磺酰氧基 在氟化盐存在下与醇反应 根据上述方法，可以很容易地获得作为合成药物的重要中间体的缩水甘油醚或其光学活性化合物，而且收率很高，特别是光学活性化合物的光学纯度很高。
• CsF in organic synthesis. Regioselective nucleophilic reactions of phenols with oxiranes leading to enantiopure β-blockers
  作者：Kazuhiro Kitaori、Yoshiro Furukawa、Hiroshi Yoshimoto、Junzo Otera

  DOI：10.1016/s0040-4020(99)00896-0

  日期：1999.12

  The two modes of the paths in the reaction of oxiranes with phenols are completely controlled by CsF. Glycidyl nosylate undergoes exclusive substitution at the C-1 position whereas the ring-opening (C-3 attack) occurs with epichlorohydrin, glycidol, and 1,2-epoxyalkanes. These reactions provide convenient access to enantiopure beta-blockers. (C) 1999 Elsevier Science Ltd. All rights reserved.