辛酸,8-氯-6-羟基-,(6R)- | 188412-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 辛酸,8-氯-6-羟基-,(6R)-
• 英文名称: (6R)-8-Chloro-6-hydroxyoctanoic acid
• CAS: 188412-11-5
• 化学式: C₈H₁₅ClO₃
• 分子量: 194.65
• InChiKey: WXPREQDMOKXUIM-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

文献信息

• Candida carbonyl reductase and method for preparing (R)-lipoic acid precursor
  申请人：East China University of Science and Technology

  公开号：US10294479B2

  公开（公告）日：2019-05-21

  Disclosed herein is Candida parapsilosis CGMCC 9630, the carbonyl reductase expressed by said strain and the encoding gene and amino acid sequence thereof, the recombinant expression vector and recombinant expression transformant containing said gene sequence, and use of whole cells of Candida parapsilosis, carbonyl reductase or corresponding recombinant transformant thereof as catalyst in catalyzing asymmetric reduction of prochiral carbonyl compounds, particularly reduction of 6-carbonyl-8-halogenocaprylate to prepare the synthetic precursor of (R)-α-lipoic acid, (R)-6-hydroxy-8-halogenocaprylate. In comparison to other methods of asymmetric reduction for preparing (R)-6-hydroxy-8-halogenocaprylate, the disclosure has advantages of high substrate concentration, mild reaction conditions, environmental friendship, high yield, and high optical purity of the product, and thus has good prospect in industrial production of (R)-α-α-lipoic acid.

  本文公开了副丝状念珠菌 CGMCC 9630、由所述菌株表达的羰基还原酶及其编码基因和氨基酸序列、重组表达载体和含有所述基因序列的重组表达转化子，以及使用副丝状念珠菌的全细胞、羰基还原酶或其相应的重组转化子作为催化剂，催化手性羰基化合物的不对称还原，特别是还原 6-羰基-8-卤代辛酸酯以制备(R)-α-硫辛酸的合成前体(R)-6-羟基-8-卤代辛酸酯。与其他不对称还原法制备(R)-6-羟基-8-卤代辛酸相比，本发明具有底物浓度高、反应条件温和、环境友好、产率高、产物光学纯度高等优点，因此在(R)-α-α-硫辛酸的工业化生产中具有良好的应用前景。
• Method for the enantioselective reduction of 8-chloro-6-oxo-octanoic acid alkyl esters
  申请人：——

  公开号：US20030180896A1

  公开（公告）日：2003-09-25

  The invention relates to a process for the production of (R)- or (S)-8-chloro-6-hydroxyoctanoic acid alkyl esters of the general formula (R)-II or (S)-II, 1 in which R means C 1-4 alkyl, from 8-chloro-6-oxo-octanoic acid alkyl esters of the general formula I, 2 in which R has the above meaning. The desired enantiomers are produced biocatalytically in an enantioselective reduction, wherein as desired the strains Mucor racemosus are used for (S)-II compounds and Geotrichum candidum for (R)-II compounds. The resultant esters may, in known manner, be converted stereospecifically into (R)-&agr;-lipoic acid.

  本发明涉及通式为(R)-II或(S)-II的(R)-或(S)-8-氯-6-羟基辛酸烷基酯的生产工艺、 1 其中 R 指 C 1-4 烷基，来自通式 I 的 8-氯-6-氧代辛酸烷基酯、 2 其中 R 具有上述含义。 所需的对映体是在对映体选择性还原中通过生物催化产生的，其中(S)-II 化合物使用 Mucor racemosus 菌株，(R)-II 化合物使用 Geotrichum candidum 菌株。 所得酯类可按已知方式立体定向转化为 (R)-&agr;-lipoic acid。
• VERFAHREN ZUR ENANTIOSELEKTIVEN REDUKTION VON 8-CHLOR-6-OXO-OCTANSÄUREALKYLESTERN
  申请人：VIATRIS GmbH & Co. KG

  公开号：EP1307577A1

  公开（公告）日：2003-05-07
• Process for the enantioselective reduction of 8-chloro-6-oxo-octanoic acid alkyl esters
  申请人：Olbrich Matthias

  公开号：US20070009998A1

  公开（公告）日：2007-01-11

  The invention relates to a process for the production of (R)- or (S)-8-chloro-6-hydroxyoctanoic acid alkyl esters of the general formula (R)-II or (S)-II, in which R means C 1-4 alkyl, from 8-chloro-6-oxo-octanoic acid alkyl esters of the general formula I, in which R has the above meaning. The desired enantiomers are produced biocatalytically in an enantioselective reduction, wherein as desired the strains Mucor racemosus are used for (S)-II compounds and Geotrichum candidum for (R)-II compounds. The resultant esters may, in known manner, be converted stereospecifically into (R)-α-lipoic acid.
• CANDIDA CARBONYL REDUCTASE AND METHOD FOR PREPARING (R)-LIPOIC ACID PRECURSOR
  申请人：East China University of Science and Technology

  公开号：US20180265875A1

  公开（公告）日：2018-09-20

  Disclosed herein is Candida parapsilosis CGMCC 9630, the carbonyl reductase expressed by said strain and the encoding gene and amino acid sequence thereof, the recombinant expression vector and recombinant expression transformant containing said gene sequence, and use of whole cells of Candida parapsilosis, carbonyl reductase or corresponding recombinant transformant thereof as catalyst in catalyzing asymmetric reduction of prochiral carbonyl compounds, particularly reduction of 6-carbonyl-8-halogenocaprylate to prepare the synthetic precursor of (R)-α-lipoic acid, (R)-6-hydroxy-8-halogenocaprylate. In comparison to other methods of asymmetric reduction for preparing (R)-6-hydroxy-8-halogenocaprylate, the disclosure has advantages of high substrate concentration, mild reaction conditions, environmental friendship, high yield, and high optical purity of the product, and thus has good prospect in industrial production of (R)-α-α-lipoic acid.