(6S)-6-(chloromethyl)oxan-2-one | 135999-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (6S)-6-(chloromethyl)oxan-2-one
• CAS: 135999-60-9
• 化学式: C₆H₉ClO₂
• 分子量: 148.589
• InChiKey: PKUDWYCCVNMVSF-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 (6S)-6-(chloromethyl)oxan-2-one 在 potassium carbonate 作用下， 反应 5.0h， 以79%的产率得到methyl (5S)-5,6-epoxyhexanoate
  参考文献：
  名称：

  Lipase-catalyzed asymmetric synthesis of 6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones and their conversion to chiral 5,6-epoxyhexanoates

  摘要：

  Highly enantioselective syntheses of (R)- and (S)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones by means of lipase-catalyzed kinetic resolutions are described. Chiral dioxinones thus obtained have been converted to optically active 5,6-epoxyhexanoates, which are important precursors for a series of biologically active compounds.

  DOI：

  10.1016/s0957-4166(00)82114-x
• 作为产物：
  描述：

  (S)-6-氯甲基-5,6-二氢吡喃-2-酮 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以90%的产率得到(6S)-6-(chloromethyl)oxan-2-one
  参考文献：
  名称：

  Lipase-catalyzed asymmetric synthesis of 6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones and their conversion to chiral 5,6-epoxyhexanoates

  摘要：

  Highly enantioselective syntheses of (R)- and (S)-6-(3-chloro-2-hydroxypropyl)-1,3-dioxin-4-ones by means of lipase-catalyzed kinetic resolutions are described. Chiral dioxinones thus obtained have been converted to optically active 5,6-epoxyhexanoates, which are important precursors for a series of biologically active compounds.

  DOI：

  10.1016/s0957-4166(00)82114-x

文献信息

• [EN] PROCESS FOR THE PREPARATION OF DIOL SULFONES<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION DE SULFONES DE DIOL
  申请人：DSM SINOCHEM PHARM NL BV

  公开号：WO2012098048A1

  公开（公告）日：2012-07-26

  The present invention relates to a process for the preparation of a diol sulfone derivative comprising reaction of a halomethyl substrate with a thio-aryl compound to obtain a thio-ether compound, and oxidizing the thio-ether compound to the corresponding sulfone. In case of a chiral halomethyl substrate, the resulting chiral diol sulfone derivative is suitable as a building block for statin type compounds.

  本发明涉及一种制备二元硫醚衍生物的方法，包括将卤甲基底物与硫代芳基化合物反应以获得硫醚化合物，然后将硫醚化合物氧化为相应的砜化合物。对于手性卤甲基底物，得到的手性二元硫醚衍生物适用作为他汀类化合物的构建模块。
• [EN] METHYLTETRAZOLE SULFIDES AND SULFONES<br/>[FR] SULFURES ET SULFONES DE MÉTHYLTÉTRAZOLE
  申请人：DSM SINOCHEM PHARM NL BV

  公开号：WO2012098050A1

  公开（公告）日：2012-07-26

  The present invention relates to a process for the preparation of a 1-methyl-1H-tetrazole-5-thio derivative comprising reaction of a halomethyl substrate with 1-methyl-H-tetrazole-5-thiol to obtain a thio-ether compound, and oxidizing the thio-ether compound to the corresponding sulfone. In case of a chiral halomethyl substrate, the resulting chiral diol sulfone derivative is suitable as a building block for statin type compounds.

  本发明涉及一种制备1-甲基-1H-四唑-5-硫衍生物的方法，包括将卤代甲基底物与1-甲基-1H-四唑-5-硫醇反应以获得硫醚化合物，并将硫醚化合物氧化为相应的磺醚。在卤代甲基底物为手性化合物的情况下，所得的手性二醇磺醚衍生物适用于制备他汀类化合物的构建块。
• CHEMOENZYMATIC METHODS FOR THE SYNTHESIS OF STATINS AND STATIN INTERMEDIATES
  申请人：GREENBERG William

  公开号：US20080289056A1

  公开（公告）日：2008-11-20

  The invention provides aldolases, nucleic acids encoding them and methods for making and using them, including chemoenzymatic processes for making β,δ-dihydroxyheptanoic acid side chains and compositions comprising these side chains, e.g., [R—(R*,R*)]-2-(4-fluorophenyl)-b,d-dihydroxy-5-(1-methylethyl)-3-phenyl-4-(phenylamino)-carbonyl]-1H-pyrrole-1-heptanoic acid (atorvastatin, LIPITOR™), rosuvastatin (CRESTOR™), fluvastatin (LESCOL™), related compounds and their intermediates.
• US7414119B2
  申请人：——

  公开号：US7414119B2

  公开（公告）日：2008-08-19
• US8148324B2
  申请人：——

  公开号：US8148324B2

  公开（公告）日：2012-04-03