(S)-butyl 2-acetoxy-2-phenylethanoate | 85805-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-butyl 2-acetoxy-2-phenylethanoate
• 英文别名: (S)-(+)-butyl O-acetylmandelate；(R)-PhCH(OAc)C(O)OCH2(n-Pr)；butyl (2S)-2-acetyloxy-2-phenylacetate
• CAS: 85805-89-6
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: ITJVTUSLPWIVQK-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  alpha-羟基-苯乙酸丁酯 在 yeast lipase 、 三乙胺 、 正丁醇 作用下， 以 异丙醚 为溶剂， 反应 55.0h， 生成 (S)-butyl 2-acetoxy-2-phenylethanoate
  参考文献：
  名称：

  Resolution of secondary alcohols using lipase in diisopropyl ether

  摘要：

  DOI：

  10.1021/jo00271a042

文献信息

• ¹H and²H nuclear magnetic resonance determination of the enantiomeric purity and absolute configuration of α-deuteriated primary carboxylic acids, alcohols, and amines
  作者：David Parker

  DOI：10.1039/p29830000083

  日期：——

  The enantiomeric composition and absolute configuration of α-deuteriated primary carboxylic acids may be accurately determined by 1H and 2H nuclear magnetic resonance analysis of the corresponding esters of (S)-methyl 2-hydroxy-2-phenylethanoate (2). Similar methods with (S)-2-acetoxy-2-phenylethanoic acid (3) and (–)-camphanoyl chloride (1) as chiral reagents have enabled the enantiomeric purity of

  α-氘代伯羧酸的对映体组成和绝对构型可以通过对（S）-2-羟基-2-苯基甲基乙酸甲酯（2）的相应酯进行1 H和2 H核磁共振分析来准确确定。用（S）-2-乙酰氧基-2-苯基乙酸（3）和（-）-樟脑酰氯（1）作为手性试剂的类似方法使得能够测定α-氘代伯醇和伯胺的对映体纯度。这些手性试剂还可用于确定手性仲酸，醇和胺的对映体组成。
• Methods and compositions for preventing opioid abuse
  申请人：Waterville Valley Technologies, Inc.

  公开号：US10226456B2

  公开（公告）日：2019-03-12

  Abuse-resistant opioid compounds, drug delivery systems, pharmaceutical compositions comprising an opioid covalently bound to a chemical moiety are provided. Methods of delivering an active ingredient to a subject and methods of preventing opioid abuse are also provided.

  提供了抗滥用阿片类化合物、给药系统、药物组合物，其中包含与化学分子共价结合的阿片类药物。此外，还提供了向受试者输送活性成分的方法和防止滥用阿片类药物的方法。
• Garner, Charles M.; Méndez, N. Quirós; Kowalczyk, James J., Journal of the American Chemical Society, 1990, vol. 112, # 13, p. 5146 - 5160
  作者：Garner, Charles M.、Méndez, N. Quirós、Kowalczyk, James J.、Fernández, Jésus M.、Emerson, Kenneth、Larsen, Raymond D.、Gladysz

  DOI：——

  日期：——
• Improved lipase-mediated resolution of mandelic acid esters by multivariate investigation of experimental factors
  作者：Cynthia Ebert、Giorgio Ferluga、Lucia Gardossi、Teresa Gianferrara、Paolo Linda

  DOI：10.1016/s0957-4166(00)82188-6

  日期：1992.7

  Lipase catalyzed stereoselective acylation of butyl mandelate was studied. The determining role of solvent and acylating agent was pointed out and a considerable inhibitory effect due to mandelic acid was observed by screening different lipases. Finally, the performance of the reaction was appreciably improved thank to a multivariate approach.
• BEVINAKATTI, H. S.;BANERJI, A. A.;NEWADKAR, R. V., J. ORG. CHEM., 54,(1989) N0, C. 2453-2455
  作者：BEVINAKATTI, H. S.、BANERJI, A. A.、NEWADKAR, R. V.

  DOI：——

  日期：——