(R)-2-acetoxy-3,3-diethoxypropanal | 1462896-64-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-acetoxy-3,3-diethoxypropanal
• CAS: 1462896-64-5
• 化学式: C₉H₁₆O₅
• 分子量: 204.223
• InChiKey: BYWPLTOAGHEASC-MRVPVSSYSA-N

反应信息

• 作为反应物：
  描述：

  硝基甲烷 、 (R)-2-acetoxy-3,3-diethoxypropanal 在 sodium hydroxide 作用下， 以80%的产率得到(3R)-4,4-diethoxy-1-nitrobutan-2,3-diol
  参考文献：
  名称：

  Fructose-6-phosphate aldolases as versatile biocatalysts for nitrocyclitol syntheses

  摘要：

  Efficient and stereoselective polyhydroxylated nitrocyclitol syntheses were performed via biocatalysed aldol reactions. The key step was based on a one-pot/one-enzyme cascade reaction process where two reactions occur: aldolase-catalysed aldolisation and spontaneous intramolecular nitroaldolisation. The synthetic methodology was investigated using fructose-6-phosphate aldolase A129S for the synthesis of known nitrocyclitols. Improvements were obtained which involved less steps and increased yields. Several new nitrocyclitols were also prepared using hydroxyacetone (HA) as the donor and FSA wt. From nitrocyclitol stereochemical analyses, the intramolecular nitro-Henry reaction stereoselectivity was dependent on the donor substrate used, HA or dihydroxyacetone (DHA). Whereas DHA provided two stereoisomers, four were obtained using HA. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.016