β-Hydroxybuttersaeure-t-butylamid | 133964-15-5

• 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: β-Hydroxybuttersaeure-t-butylamid
• 英文别名: N-(tert-butyl)-3-hydroxybutanamide；N-tert-butyl-3-hydroxybutanamide
• CAS: 133964-15-5
• 化学式: C₈H₁₇NO₂
• 分子量: 159.228
• InChiKey: YNDXRCKFGHLFIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-叔丁基乙酰乙酰胺 在 [RuCl(benzene)(rac)-SunPhos]Cl 、 氢气 作用下， 以 乙醇 为溶剂， 70.0 ℃ 、2.0 MPa 条件下， 生成 β-Hydroxybuttersaeure-t-butylamid
  参考文献：
  名称：

  Ru-Catalyzed Asymmetric Hydrogenation of 3-Oxoglutaric Acid Derivatives via Solvent-Assisted Pinpoint Recognition of Carbonyls in Close Chemical Propinquity

  摘要：

  Upon comparison of hydrogenation rates of various beta-ketocarboxylic acid derivatives, beta-ketoamides were found to be hydrogenated slightly faster than beta-ketoesters in EtOH in the presence of [RuCl(benzene)(S)-SunPhos]Cl at 70 degrees C with 20 bar of hydrogen. In THF these differences were so sharpened that beta-ketoamides were hydrogenated even faster than In EtOH while the esters were extremely slow. Based on these findings, a series of 3-oxoglutaric acid derived with ester and amide moieties on the two ends were hydrogenated to 3-hydroxyl products with high enantioselectivities.

  DOI：

  10.1021/ol201406w

文献信息

• Preparation of phosphorothioate oligomers
  申请人：McGill University

  公开号：US20040097722A9

  公开（公告）日：2004-05-20

  Methods and intermediates for the preparation of oligomers containing diastereomerically enriched phosphorothioate linkages are disclosed.

  本发明揭示了制备含有对映异构富集的磷酸硫酯键寡聚物的方法和中间体。
• Method for preparing optically active beta-butyrolactones
  申请人：Watanabe Shinya

  公开号：US20060046286A1

  公开（公告）日：2006-03-02

  The present invention is to provide a method for preparing easily and efficiently β-butyrolactones and/or optically active 3-hydroxycarboxylic acid derivatives in high optical purity by use of an easily available hydrolase, which are useful as intermediates for pharmaceuticals, agrochemicals and the like. More particularly, the present invention relates to a method for preparing β-butyrolactones and/or optically active 3-hydroxycarboxylic acid derivatives with an optical purity of substantially 100% ee, comprising reacting a β-butyrolactone which is a mixture of optical isomers, with a nucleophilic agent in the presence of a hydrolase, provided that a lipase derived from porcine pancreas is excluded.

  本发明提供了一种使用易得的水解酶高效制备β-丁内酯和/或高光学纯度的光学活性3-羟基羧酸衍生物的方法，这些衍生物作为制药、农药等中间体具有应用价值。更具体地说，本发明涉及一种制备β-丁内酯和/或光学活性3-羟基羧酸衍生物的方法，其光学纯度达到实质上100% ee，包括在水解酶的存在下，用亲核试剂反应混合光学异构体的β-丁内酯，但不包括来自猪胰脂肪酶的酶。
• PREPARATION OF PHOSPHOROTHIOATE OLIGOMERS
  申请人：McGill University

  公开号：EP0904275B1

  公开（公告）日：2006-05-17
• US5734041A
  申请人：——

  公开号：US5734041A

  公开（公告）日：1998-03-31
• US5945521A
  申请人：——

  公开号：US5945521A

  公开（公告）日：1999-08-31