4,4-diethoxy-butane-1,2-diol | 10602-31-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4-diethoxy-butane-1,2-diol
• 英文别名: 3,4-dihydroxy-butyraldehyde diethyl acetal；DL-2-deoxy-tetrose diethyl acetal；4,4-Diethoxybutane-1,2-diol
• CAS: 10602-31-0
• 化学式: C₈H₁₈O₄
• 分子量: 178.229
• InChiKey: SJDLYHLGNTVLFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4-diethoxy-butane-1,2-diol 在 lead(IV) acetate 作用下， 以 苯 为溶剂， 生成 3,3-diethoxypropanal
  参考文献：
  名称：

  Raifel'd, Yu. E.; Zil'berg, L. L.; Arshava, B. M., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 11, p. 2036 - 2039

  摘要：

  DOI：
• 作为产物：
  描述：

  (R,S)-1,1-diethoxy-3,4-epoxybutane 在 氢氧化钾 作用下， 反应 48.0h， 生成 4,4-diethoxy-butane-1,2-diol
  参考文献：
  名称：

  Liu, Kevin K.-C.; Pederdon, Richard L.; Wong, Chi-Huey, Journal of the Chemical Society. Perkin transactions I, 1991, p. 2669 - 2673

  摘要：

  DOI：

文献信息

• Raifel'd, Yu. E.; Zil'berg, L. L.; Arshava, B. M., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, # 11, p. 2036 - 2039
  作者：Raifel'd, Yu. E.、Zil'berg, L. L.、Arshava, B. M.、Makin, S. M.

  DOI：——

  日期：——
• Synthesis of a Pyrimidine Analog of Tetrahydrohomofolic Acid¹
  作者：George L. Tong、William W. Lee、Leon Goodman

  DOI：10.1021/jm00322a033

  日期：1966.7
• MAKIN S. M.; RAJFELD YU. E.; LIMANOVA O. V.; SHAVRYGINA O. A.; KOSHELEVA +, ZH. ORGAN. XIMII, 1979, 15, HO 9, 1848-1852
  作者：MAKIN S. M.、 RAJFELD YU. E.、 LIMANOVA O. V.、 SHAVRYGINA O. A.、 KOSHELEVA +

  DOI：——

  日期：——
• RAJFELD, YU. E.;ZILBERG, L. L.;ARSHAVA, B. M.;MAKIN, S. M., ZH. ORGAN. XIMII, 1981, 17, N 11, 2281-2284
  作者：RAJFELD, YU. E.、ZILBERG, L. L.、ARSHAVA, B. M.、MAKIN, S. M.

  DOI：——

  日期：——
• Fructose-6-phosphate aldolases as versatile biocatalysts for nitrocyclitol syntheses
  作者：Flora Camps Bres、Christine Guérard-Hélaine、Carlos Fernandes、José A. Castillo、Marielle Lemaire

  DOI：10.1016/j.tetasy.2013.07.016

  日期：2013.9

  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.