butyl (2S)-2-methylbutanoate | 72447-48-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: butyl (2S)-2-methylbutanoate
• CAS: 72447-48-4
• 化学式: C₉H₁₈O₂
• 分子量: 158.241
• InChiKey: OTKQNSSMCDLVQV-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-2-甲基-2-丁烯酸丁酯 、 苯甲醇 、 4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane 生成 butyl (2S)-2-methylbutanoate
  参考文献：
  名称：

  YOSHINAGA, KOHJI;KITO, TAKETOSHI;OHKUBO, KATSUTOSHI, BULL. CHEM. SOC. JAP., 1983, 56, N 6, 1786-1790

  摘要：

  DOI：

文献信息

• METHOD FOR PRODUCING a-SUBSTITUTED CYSTEINE OR SALT THEREOF OR SYNTHETIC INTERMEDIATE OF a-SUBSTITUTED CYSTEINE
  申请人：API Corporation

  公开号：US20160083341A1

  公开（公告）日：2016-03-24

  According to the present invention, it becomes possible to perform a process for converting into an α-substituted cysteine represented by general formula (1) or a salt thereof at low cost and on an industrial scale by employing a process that is routed through a compound represented by general formula (3) to a compound represented by general formula (6). Particularly, by employing a process that is routed through a compound represented by general formula (7-2), it becomes possible to detach a tert-butyl protection group in a simple manner and to produce the compound represented by general formula (1) with high purity. Furthermore, by employing a process that is routed through tert-butylthiomethanol or a process that is routed through a compound represented by general formula (9), it becomes possible to produce a compound represented by general formula (2) without generating bischloromethylether that is an oncogenic substance. In the production of an α-substituted-D-cysteine or a salt thereof, it becomes possible to perform a process for converting the compound represented by general formula (2) into a compound represented by general formula (3S) in one step by allowing an enzyme or the like to act on the compound represented by general formula (2).

  根据本发明，通过采用经由一种化合物（通式（3）表示）到一种通式（6）表示的化合物的过程，可以以低成本和工业化规模进行将其转化为通式（1）表示的α-取代半胱氨酸或其盐的过程。特别是，通过采用经由一种通式（7-2）表示的化合物的过程，可以简单地去除叔丁基保护基，并以高纯度生产通式（1）表示的化合物。此外，通过采用经由叔丁基硫代甲醇或经由一种通式（9）表示的化合物的过程，可以生产通式（2）表示的化合物，而不产生致癌物质双氯甲醚。在生产α-取代-D-半胱氨酸或其盐时，可以通过允许酶或类似物作用于通式（2）表示的化合物，一步将其转化为通式（3S）表示的化合物。
• Convenient enzymatic resolution of (<i>R</i>,<i>S</i>)-2-methylbutyric acid catalyzed by immobilized lipases
  作者：Mateus Mittersteiner、Bruna Luiza Linshalm、Ana Paula Furlan Vieira、Patrícia Bulegon Brondani、Dilamara Riva Scharf、Paulo Cesar de Jesus

  DOI：10.1002/chir.22779

  日期：2018.1

  immobilized lipases has been explored in the enantioselective esterification of (R,S)‐2‐methylbutyric acid, an insect pheromone precursor. With the use of Candida antarctica B, using hexane as solvent, (R)‐pentyl 2‐methylbutyrate was prepared in 2 h with c 40%, eep 90%, and E = 35, while Thermomyces lanuginosus leads to c 18%, eep 91%, and E = 26. The (S)‐enantiomer was obtained by the use of Candida rugosa

  在昆虫信息素前体（R，S）-2-甲基丁酸的对映选择性酯化中，已经探索了几种固定化脂肪酶的应用。在使用假丝酵母B的情况下，以己烷为溶剂，在2小时内制备了（R）-戊基2-甲基丁酸酯，其c约为40％，ee p约为90％，E  = 35，而羊毛嗜热霉菌导致c约为18％，ee p 91％，E  =26。（S）-对映异构体是通过使用假丝酵母或米根霉获得的（2-h反应，c分别为34％和35％，eep 75和49％， E 分别为10和4）。在最佳条件下，评估了溶剂，摩尔比和亲核试剂的作用。
• US5496580A
  申请人：——

  公开号：US5496580A

  公开（公告）日：1996-03-05
• YOSHINAGA, KOHJI;KITO, TAKETOSHI;OHKUBO, KATSUTOSHI, BULL. CHEM. SOC. JAP., 1983, 56, N 6, 1786-1790
  作者：YOSHINAGA, KOHJI、KITO, TAKETOSHI、OHKUBO, KATSUTOSHI

  DOI：——

  日期：——