2-methyl-2,3,4-trihydroxy-butanoic acid-1,4-lactone | 18465-71-9

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-methyl-2,3,4-trihydroxy-butanoic acid-1,4-lactone
• 英文别名: 3,4-dihydroxy-3-methyldihydrofuran-2-one；2,3-dihydroxy-2-methylbutyrolactone；2,3-dihydroxy-2-methyl-γ-butyrolactone；3,4-Dihydroxy-3-methyloxolan-2-one
• CAS: 18465-71-9；63700-30-1
• 化学式: C₅H₈O₄
• 分子量: 132.116
• InChiKey: OHTGZAWPVDWARE-UHFFFAOYSA-N

物化性质

• 熔点：
  113 °C
• 沸点：
  254.0±7.0 °C(Predicted)
• 密度：
  1.490±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  存在于烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-methyl-2,3,4-trihydroxy-butanoic acid-1,4-lactone 在 吡啶 、 4-二甲氨基吡啶 、 Amano PS-1400 lipase 、 potassium carbonate 、 sodium phosphate 作用下， 以 甲醇 、 水 、 Petroleum ether 、 苯 为溶剂， 反应 41.0h， 生成 (2S,3S)-2,3-dihydroxy-2-methyl-γ-butyrolactone
  参考文献：
  名称：

  An efficient Amano PS-catalyzed chemo-, regio- and enantioselective hydrolysis of (±)-2,3-di-O-acetyl-2-C-methyl-d-erythrono-1,4-lactone: a facile preparation of bioactive natural products (−)-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate

  摘要：

  Saccharinic acid lactone (-)-1a is a suitable building block for the synthesis of many bioactive natural products. Amano PS-induced chemo-, regio- and enantioselective hydrolysis of diacetyl lactone (+/-)-3 has been carried out to obtain (-)-1a in 46% yield with 99% ee and diacetyl lactone (+)-3 in 49% yield with 99% ee. The Amano PS-catalyzed enantioselective acylation of (+/-)-1a with vinyl acetate as an acyl donor was relatively less efficient and furnished (-)-7 in 31% yield with 99% ee and (+)-1a in 63% yield. The conversion of (-)-1a to leaf-closing substance 2a and an attempted approach to naturally occurring compounds 1b and 2b have been also described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.025
• 作为产物：
  描述：

  N-甲基吗啉氧化物 、 3-甲基-2(5H)-呋喃酮 、 Sodium Hydrosulfite, 85per cent 、 florisil 、 水 在 四氧化锇 四氢呋喃 、 乙酸乙酯 、 Sodium sulfate-III 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 16.0h， 生成 2-methyl-2,3,4-trihydroxy-butanoic acid-1,4-lactone
  参考文献：
  名称：

  Methods for identifying therapeutic targets for treating infectious disease

  摘要：

  本发明提供了一种识别作为酶催化治疗活化剂的酶的方法和系统，以及通过这些方法识别的酶。本发明还提供了被这些酶激活的化合物以及含有这些化合物的组合物。

  公开号：

  US20030130179A1

文献信息

• An efficient Amano PS-catalyzed chemo-, regio- and enantioselective hydrolysis of (±)-2,3-di-O-acetyl-2-C-methyl-d-erythrono-1,4-lactone: a facile preparation of bioactive natural products (−)-saccharinic acid lactone and potassium (2R,3R)-2,3,4-trihydroxy-2-methylbutanoate
  作者：Sanjib Gogoi、Narshinha P. Argade

  DOI：10.1016/j.tetasy.2006.02.025

  日期：2006.3

  Saccharinic acid lactone (-)-1a is a suitable building block for the synthesis of many bioactive natural products. Amano PS-induced chemo-, regio- and enantioselective hydrolysis of diacetyl lactone (+/-)-3 has been carried out to obtain (-)-1a in 46% yield with 99% ee and diacetyl lactone (+)-3 in 49% yield with 99% ee. The Amano PS-catalyzed enantioselective acylation of (+/-)-1a with vinyl acetate as an acyl donor was relatively less efficient and furnished (-)-7 in 31% yield with 99% ee and (+)-1a in 63% yield. The conversion of (-)-1a to leaf-closing substance 2a and an attempted approach to naturally occurring compounds 1b and 2b have been also described. (c) 2006 Elsevier Ltd. All rights reserved.
• Methods for identifying therapeutic targets for treating infectious disease
  申请人：——

  公开号：US20030130179A1

  公开（公告）日：2003-07-10

  This invention provides methods and systems to identify enzymes that act as enzyme catalyzed therapeutic activators and the enzymes identified by these methods. Also provided by this invention are compounds activated by the enzymes as well as compositions containing these compounds.

  本发明提供了一种识别作为酶催化治疗活化剂的酶的方法和系统，以及通过这些方法识别的酶。本发明还提供了被这些酶激活的化合物以及含有这些化合物的组合物。