(R)-2-(tetrahydro-2H-pyran-2-yloxy)propanoic acid | 95586-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (R)-2-(tetrahydro-2H-pyran-2-yloxy)propanoic acid
• 英文别名: (2R)-2-(tetrahydro-2H-pyran-2-yloxy)propanoic acid；(R)-2-(Tetrahydropyranyloxy)propionic acid；(2R)-2-(oxan-2-yloxy)propanoic acid
• CAS: 95586-53-1
• 化学式: C₈H₁₄O₄
• 分子量: 174.197
• InChiKey: CEFRORNCZFPJCT-ULUSZKPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O^α-(tetrahydropyran-2-yl)-L-lactic acid 、 (R)-2-(tetrahydro-2H-pyran-2-yloxy)propanoic acid 在 4-二甲氨基吡啶 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Solid-phase synthesis of enantio-controlled lactic acid oligomers

  摘要：

  A synthetic method for lactic acid oligomers via solid-phase synthesis under mild reaction conditions with up to 99% yield is presented. The fine control of the chirality on each lactic acid unit of the oligomers was easily achieved by the substitution of (R)-THP-protected lactic acid (R)-2 by (S)-2 without alternating the procedure. The overall synthesis of the trimer and tetramer was completed in one and two days, respectively. Intramolecular cyclizations of enantio-controlled lactic acids were also attempted through the Yamaguchi macrolactonization or the Mitsunobu reaction. However, we were unable to isolate single cyclic oligomers but always obtained a mixture of cyclic oligomers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.08.021
• 作为产物：
  描述：

  methyl (2R)-2-tetrahydropyran-2-yloxypropanoate 、 、 sodium hydroxide 、 、 溶剂黄146 在 ice 、 二氯甲烷 、 氯化钠 、 magnesium sulfate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以to leave (2R)-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propionic acid (32 g) as a colorless waxy product的产率得到(R)-2-(tetrahydro-2H-pyran-2-yloxy)propanoic acid
  参考文献：
  名称：

  Triazole compounds and antifungal compositions thereof

  摘要：

  公式为(I)的2-(2,4-二氟苯基)-1-(1H-1,2,4-三唑-1-基)-2-丙醇衍生物，其中R.sup.0，R.sup.1和R.sup.2相同或不同，表示氢原子或较低的烷基基团；A表示一个公式：其中，X代表一个化学键或一个公式：其中，X'代表一个化学键或具有1至5个碳原子的烷基基团，其可能包含硫或氧原子作为构成原子，R.sup.5和R.sup.6相同或不同，代表氢原子或较低的烷基基团，R.sup.3代表一个可能被取代的芳香族杂环基团，n表示0,1或2，R.sup.4代表氢原子或脂肪酰基团，或其生理上可接受的盐具有抗真菌活性，它们用于预防或治疗由真菌引起的传染病。

  公开号：

  US05405861A1

文献信息

• GRISEOFULVIN COMPOUND AND PHARMACEUTICAL USE THEREOF
  申请人：Daiichi Sankyo Company, Limited

  公开号：US20200216433A1

  公开（公告）日：2020-07-09

  The present invention addresses the problem of providing a compound for prophylaxis and/or treatment of central inflammatory diseases, or a pharmacologically acceptable salt thereof. The present invention addresses a compound of a general formula (I) or a pharmacologically acceptable salt thereof as a means to solve the problem. [R 1 : a C1-C6 alkyl group or the like, R 2 : a C1-C6 alkyl group or the like, A: a 5-membered aromatic hetero-ring or the like, R 3 , R 3′ : a C1-C6 alkyl group or the like]

  本发明旨在解决提供用于预防或治疗中枢性炎症性疾病的化合物或其药理上可接受的盐的问题。本发明提出了一种通式（I）的化合物或其药理上可接受的盐作为解决问题的手段。[R1：C1-C6烷基等，R2：C1-C6烷基等，A：5员芳香杂环等，R3，R3'：C1-C6烷基等]
• Optically active halohydrin derivative and process for producing optically active epoxy alcohol derivative from the same
  申请人：Okuro Kazumi

  公开号：US20060155136A1

  公开（公告）日：2006-07-13

  The present invention provides an industrially safe, easily operable process for producing an optically active epoxy alcohol derivative useful as an intermediate for pharmaceuticals from inexpensively available materials, and also provides a novel halohydrin derivative serving as an important intermediate for the epoxy alcohol derivative. Furthermore, the present invention provides a process for producing an intermediate for a triazole antifungal agent by allowing a halohydrin to react with a triazole sulfonamide, the process including a small number of steps. A process for producing an optically active epoxy alcohol derivative includes allowing an optically active α-substituted propionate derivative to react with a haloacetic acid derivative in the presence of a base to prepare an optically active haloketone derivative, allowing the resulting haloketone derivative to react with an aryl metal compound to stereoselectively prepare a halohydrin derivative, eliminating a substituent for the hydroxy group of the halohydrin derivative, and performing epoxidation with a base. Furthermore, a process for producing an intermediate for a triazole antifungal agent includes allowing a halohydrin derivative to react with a triazole sulfonamide, the process including a small number of steps.

  本发明提供了一种工业安全、易于操作的过程，用于从价格便宜的原料中生产有用于制药中间体的光学活性环氧醇衍生物，并提供了一种新型的卤代醇衍生物，作为环氧醇衍生物的重要中间体。此外，本发明提供了一种通过让卤代醇与三唑磺酰胺反应来生产三唑类抗真菌剂中间体的过程，包括少量的步骤。生产光学活性环氧醇衍生物的过程包括在碱的存在下让光学活性α-取代丙酸酯衍生物与卤代乙酸衍生物反应，以制备光学活性卤代酮衍生物，让产生的卤代酮衍生物与芳基金属化合物反应，选择性地立体定向制备卤代醇衍生物，消除卤代醇衍生物的羟基取代基，并在碱的存在下进行环氧化。此外，生产三唑类抗真菌剂中间体的过程包括让卤代醇衍生物与三唑磺酰胺反应，该过程包括少量的步骤。
• Triazole compounds, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0421210A2

  公开（公告）日：1991-04-10

  The novel 2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-propanol derivertives have antifungal activities, and they are used for preventing or treating infectious diseases caused by fungi.

  新型 2-(2,4-二氟苯基)-1-(1H-1,2,4-三唑-1-基)-2-丙醇衍生物具有抗真菌活性，可用于预防或治疗由真菌引起的传染性疾病。
• PROCESS FOR THE PRODUCTION OF ALKANEDIOL DERIVATIVES
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1146032A1

  公开（公告）日：2001-10-17

  The present invention provides a process for producing an alkanediol derivative represented by the general formula (II) from an ester compound represented by the general formula (I), safely without giving rise to racemization. The present invention lies in a process for producing an alcohol derivative represented by the following general formula (II): (wherein R2 and R3 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; X is a hydrogen atom or a protecting group for hydroxyl group; and n is 0 or 1), which process comprises reducing an ester compound represented by the following general formula (I): (wherein R1 is an alkyl group having 1 to 4 carbon atoms; and R2, R3, X and n have the same definitions as given above) with sodium borohydride in a mixed solvent of at least one kind of solvent selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons and alicyclic hydrocarbons and a primary alcohol.

  本发明提供了一种从通式(I)所代表的酯类化合物生产通式(II)所代表的烷二醇衍生物的工艺，该工艺安全而不会引起消旋化。 本发明在于一种生产由以下通式（II）代表的醇衍生物的工艺： (其中 R2 和 R3 各自独立地为氢原子或具有 1 至 4 个碳原子的烷基；X 为氢原子或羟基的保护基团；n 为 0 或 1），该工艺包括还原由以下通式（I）代表的酯化合物： (其中 R1 是具有 1 至 4 个碳原子的烷基；R2、R3、X 和 n 的定义与上述相同）与硼氢化钠在至少一种选自芳香烃、脂肪烃、脂环烃和伯醇的混合溶剂中进行还原。
• OPTICALLY ACTIVE HALOHYDRIN DERIVATIVE AND PROCESS FOR PRODUCING OPTICALLY ACTIVE EPOXY ALCOHOL DERIVATIVE FROM THE SAME
  申请人：KANEKA CORPORATION

  公开号：EP1647551A1

  公开（公告）日：2006-04-19

  The present invention provides an industrially safe, easily operable process for producing an optically active epoxy alcohol derivative useful as an intermediate for pharmaceuticals from inexpensively available materials, and also provides a novel halohydrin derivative serving as an important intermediate for the epoxyalcohol derivative. Furthermore, the present invention provides a process for producing an intermediate for a triazole antifungal agent by allowing a halohydrin to react with a triazole sulfonamide, the process including a small number of steps. A process for producing an optically active epoxy alcohol derivative includes allowing an optically active α-substituted propionate derivative to react with a haloacetic acid derivative in the presence of a base to prepare an optically active haloketone derivative, allowing the resulting haloketone derivative to react with an aryl metal compound to stereoselectively prepare a halohydrin derivative, eliminating a substituent for the hydroxy group of the halohydrin derivative, and performing epoxidation with a base. Furthermore, a process for producing an intermediate for a triazole antifungal agent includes allowing a halohydrin derivative to react with a triazole sulfonamide, the process including a small number of steps.

  本发明提供了一种工业上安全、易于操作的工艺，可利用廉价材料生产一种光学活性环氧醇衍生物，用作药物的中间体，本发明还提供了一种新型卤代醇衍生物，用作环氧醇衍生物的重要中间体。此外，本发明还提供了一种通过让卤代醇与三唑磺酰胺反应来生产三唑类抗真菌剂中间体的工艺，该工艺包括少量步骤。一种生产光学活性环氧醇衍生物的工艺包括让光学活性α-取代的丙酸衍生物在碱存在下与卤乙酸衍生物反应制备光学活性卤酮衍生物，让所得卤酮衍生物与芳基金属化合物反应立体选择性地制备卤代醇衍生物，消除卤代醇衍生物羟基的取代基，并用碱进行环氧化反应。此外，一种生产三唑类抗真菌剂中间体的工艺包括让卤代醇衍生物与三唑磺酰胺反应，该工艺包括少量步骤。