(rac)-4,4,4-trifluoro-2-mercaptobutyric acid isobutyl ester | 291772-67-3

• 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: (rac)-4,4,4-trifluoro-2-mercaptobutyric acid isobutyl ester
• 英文别名: 2-Methylpropyl 4,4,4-trifluoro-2-sulfanylbutanoate
• CAS: 291772-67-3
• 化学式: C₈H₁₃F₃O₂S
• 分子量: 230.251
• InChiKey: SMXHBGUWTNCHOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (rac)-4,4,4-trifluoro-2-mercaptobutyric acid isobutyl ester 在 吡啶 、 phosphate buffer 、 Amano Lipase PS 、 sodium hydrogensulfite 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 362.0h， 生成 (R)-2-acetylsulfanyl-4,4,4-trifluorobutyric acid isobutyl ester
  参考文献：
  名称：

  Synthesis of ( R )-4,4,4-trifluoro-2-mercaptobutyric acid

  摘要：

  Syntheses of (R)-4,4,4-trifluoro-2-mercaptobutyric acid from (S)-malic acid via a Mitsunobu reaction and from (rac)-thiomalic acid on enzymatic resolution, using Pseudomonas cepacia (Amano lipase PS), are described. A new method for direct determination of ees for (R)- and (S)-4,4,4-trifluoro-2-mercaptobutyric acid derivatives by HPLC on a polysaccharide phase is disclosed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00147-6
• 作为产物：
  描述：

  异丁醇 、 4-(2,2,2-Trifluoro-ethyl)-2,2-bis-trifluoromethyl-[1,3]oxathiolan-5-one 在 盐酸 作用下， 反应 72.0h， 以73%的产率得到(rac)-4,4,4-trifluoro-2-mercaptobutyric acid isobutyl ester
  参考文献：
  名称：

  Synthesis of ( R )-4,4,4-trifluoro-2-mercaptobutyric acid

  摘要：

  Syntheses of (R)-4,4,4-trifluoro-2-mercaptobutyric acid from (S)-malic acid via a Mitsunobu reaction and from (rac)-thiomalic acid on enzymatic resolution, using Pseudomonas cepacia (Amano lipase PS), are described. A new method for direct determination of ees for (R)- and (S)-4,4,4-trifluoro-2-mercaptobutyric acid derivatives by HPLC on a polysaccharide phase is disclosed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00147-6

文献信息

• Synthesis of ( R )-4,4,4-trifluoro-2-mercaptobutyric acid
  作者：Hartmut Schedel、Peter J.L.M Quaedflieg、Quirinus B Broxterman、William Bisson、Alexander L.L Duchateau、Ilse C.H Maes、Rainer Herzschuh、Klaus Burger

  DOI：10.1016/s0957-4166(00)00147-6

  日期：2000.6

  Syntheses of (R)-4,4,4-trifluoro-2-mercaptobutyric acid from (S)-malic acid via a Mitsunobu reaction and from (rac)-thiomalic acid on enzymatic resolution, using Pseudomonas cepacia (Amano lipase PS), are described. A new method for direct determination of ees for (R)- and (S)-4,4,4-trifluoro-2-mercaptobutyric acid derivatives by HPLC on a polysaccharide phase is disclosed. (C) 2000 Elsevier Science Ltd. All rights reserved.