(6-cyanomethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (6-cyanomethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid ethyl ester
• 英文别名: Ethyl 2-[6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• 化学式: C₁₂H₁₉NO₄
• 分子量: 241.287
• InChiKey: YXVFMPAKDDNPDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙烯 、 2-(6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以82.1%的产率得到(6-cyanomethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  一种2-(6-取代1,3-二噁烷-4-基)乙酸衍生物 的制备方法

  摘要：

  本发明公开一种如通式I所示的2‑(6‑取代1,3‑二噁烷‑4‑基)乙酸衍生物的制备方法，该方法工艺简便，可以避免保护基的脱除步骤，减少了副产物的生成，使得后处理简单、易于操作，反应收率大大提高，并且能够制得现有技术难以得到的大空间位阻的酯。本发明的合成方法使成本得到降低，适合大规模工业化生产。

  公开号：

  CN105198856B

文献信息

• [EN] PROCESS FOT THE PREPARATION OF (4-HYDROXY-6-OXO-TETRAHYDROPYRAN-2-YL) ACETONITRILE AND DERIVATIVES THEREOF<br/>[FR] PROCEDE DE PREPARATION DE (4-HYDROXY-6-OXO-TETRAHYDROPYRAN-2-YL)-ACETONITRILE ET DE DERIVES CORRESPONDANTS
  申请人：DSM IP ASSETS BV

  公开号：WO2004096788A1

  公开（公告）日：2004-11-11

  The invention relates to a process for the preparation of (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile from 6-X-substituted-methyl-4-hydroxy-tetrahydro-pyran-2-one, wherein X stands for a leaving group, by reacting 6-X-substituted-methyl-4-hydroxy-tetrahydro-pyran-2-one with a cyanide ion in water and by subsequent lowering of the pH to a pH between 0 and 5. (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile and other compounds obtainable from (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile may suitably be used in the preparation of a pharmaceutical preparation, more in particular in the preparation of statins, more in particular in the preparation of Atorvastatine or a salt thereof, for instance its calcium salt. The invention also relates to (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile and other compounds obtainable therefrom.

  该发明涉及一种从6-X-取代-甲基-4-羟基-四氢吡喃-2-酮制备(4-羟基-6-氧代-四氢吡喃-2-基)-乙腈的方法，其中X代表一个离去基团，通过在水中将6-X-取代-甲基-4-羟基-四氢吡喃-2-酮与氰离子反应，然后将pH降低至0至5之间的pH。从(4-羟基-6-氧代-四氢吡喃-2-基)-乙腈获得的化合物和其他化合物可适用于制备药物制剂，更具体地用于制备他汀类药物，更具体地用于制备阿托伐他汀或其盐，例如其钙盐。该发明还涉及(4-羟基-6-氧代-四氢吡喃-2-基)-乙腈和可从中获得的其他化合物。
• PROCESS FOR THE PREPARATION OF (4-HYDROXY-6-OXO-TETRAHYDROPYRAN-2-YL) ACETONITRILE AND DERIVATIVES THEREOF
  申请人：DSM IP Assets B.V.

  公开号：EP1620423B1

  公开（公告）日：2008-02-20
• Process for the preparation of (4-hydroxy-6-oxo-tetrahydropyran-2-yl) acetonitrile and derivatives
  申请人：Mink Daniel

  公开号：US20060258733A1

  公开（公告）日：2006-11-16

  The invention relates to a process for the preparation of (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile from 6-X-substituted-methyl-4-hydroxy-tetrahydro-pyran-2-one, wherein X stands for a leaving group, by reacting 6-X-substituted-methyl-4-hydroxy-tetrahydro-pyran-2-one with a cyanide ion in water and by subsequent lowering of the pH to a pH between 0 and 5. (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile and other compounds obtainable from (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile may suitably be used in the preparation of a pharmaceutical preparation, more in particular in the preparation of statins, more in particular in the preparation of Atorvastatine or a salt thereof, for instance its calcium salt. The invention also relates to (4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-acetonitrile and other compounds obtainable therefrom.
• US7423162B2
  申请人：——

  公开号：US7423162B2

  公开（公告）日：2008-09-09
• 一种2-(6-取代1,3-二噁烷-4-基)乙酸衍生物 的制备方法
  申请人：上海弈柯莱生物医药科技有限公司

  公开号：CN105198856B

  公开（公告）日：2017-10-13

  本发明公开一种如通式I所示的2‑(6‑取代1,3‑二噁烷‑4‑基)乙酸衍生物的制备方法，该方法工艺简便，可以避免保护基的脱除步骤，减少了副产物的生成，使得后处理简单、易于操作，反应收率大大提高，并且能够制得现有技术难以得到的大空间位阻的酯。本发明的合成方法使成本得到降低，适合大规模工业化生产。