2-((4R,6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid methyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-((4R,6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid methyl ester
• 英文别名: methyl 2-((4R,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate；((4R,6R)-6-cyanomethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-acetic acid methyl ester；methyl 2-[(4R,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• 化学式: C₁₁H₁₇NO₄
• 分子量: 227.26
• InChiKey: VNHTVBOEYQLXFA-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((4R,6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid methyl ester 以99的产率得到Methyl 2-[6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
  参考文献：
  名称：

  J. Org. Chem. 2014, 79, 2723-2728

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl (3R,5R)-6-cyano-3,5-dihydroxyhexanoate 生成 2-((4R,6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid methyl ester
  参考文献：
  名称：

  J. Org. Chem. 2014, 79, 2723-2728

  摘要：

  DOI：

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。
• 一种3,5-二取代羟基-6-取代己酸酯衍生物的 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：CN105622566B

  公开（公告）日：2018-07-27

  本发明公开一种如通式I所示的3,5‑二取代羟基‑6‑取代己酸酯衍生物的制备方法，包括将通式II所示的羧酸酯与RM在亚铜盐催化剂作用下反应的步骤。该方法工艺简便，成本较低，避免采用价格昂贵的催化剂，可减少副产物的生成，使得后处理简单、易于操作，且反应收率大大提高，更为适合大规模工业化生产。
• Asymmetric Synthesis of the HMG-CoA Reductase Inhibitor Atorvastatin Calcium: An Organocatalytic Anhydride Desymmetrization and Cyanide-Free Side Chain Elongation Approach
  作者：Xiaofei Chen、Fangjun Xiong、Wenxue Chen、Qiuqin He、Fener Chen

  DOI：10.1021/jo402829b

  日期：2014.3.21

  asymmetric synthesis of atorvastatin calcium has been achieved from commercially available diethyl 3-hydroxyglutarate through a novel approach that involves an organocatalytic enantioselective cyclic anhydride desymmetrization to establish C(3) stereogenicity and cyanide-free assembly of C7 amino type side chain via C5+C2 strategy as the key transformations.

  一种有效的不对称合成阿托伐他汀钙的方法是通过一种新颖的方法从市售的3-羟基戊二酸二乙酯中合成，该新颖的方法涉及有机催化对映选择性环状酸酐去对称化，以通过C建立C（3）立体性和C 7氨基型侧链的无氰化物组装。5 + C 2策略为关键转换。
• 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.
• J. Org. Chem. 2014, 79, 2723-2728
  作者：

  DOI：——

  日期：——