2-(1,3-Dithian-2-yl)-2-hydroxyacetaldehyde | 160751-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 2-(1,3-Dithian-2-yl)-2-hydroxyacetaldehyde
• CAS: 160751-10-0
• 化学式: C₆H₁₀O₂S₂
• 分子量: 178.276
• InChiKey: HLTQUFIVKAXUNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  hydroxypyruvate 、 2-(1,3-Dithian-2-yl)-2-hydroxyacetaldehyde 在 thiamine pyrophosphate 、 spinach transketolase 、 magnesium chloride 作用下， 以 various solvent(s) 为溶剂， 生成 (3S,4S)-4-[1,3]Dithian-2-yl-1,3,4-trihydroxy-butan-2-one
  参考文献：
  名称：

  Chemo-enzymatic synthesis of precursors of fagomine and 1,4-dideoxy-1,4-imino-D-arabinitol

  摘要：

  The enantioselectivity of transketolase towards, alpha-hydroxy-aldehydes is used to prepare compounds bearing two asymmetric centres, precursors of natural products: 2,3-dideoxynojirimycine (fagomine), 1,4-dideoxy-1,4-imino-D-arabinitol, and its oxidised form.

  DOI：

  10.1016/s0040-4039(00)78499-1
• 作为产物：
  描述：

  2,2-Dibutoxy-1-(1,3-dithian-2-yl)ethanol 在 HCl-KCl buffer 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 生成 2-(1,3-Dithian-2-yl)-2-hydroxyacetaldehyde
  参考文献：
  名称：

  Chemo-enzymatic synthesis of new protected aldoketoses: Intermediates in the biosynthesis and chemical synthesis of nojirimycin and mannojirimycin

  摘要：

  Condensation of dihydroxy acetone phosphate (DHAP) on new hydroxy-aldehydes catalysed by fructose-1,6-diphosphate aldolases provides two aldoketoses presumed intermediates in the biosynthesis of nojirimycin and mannojirimycin, as well as useful precursors for the chemical synthesis of these aminosugars and some analogues.

  DOI：

  10.1016/0957-4166(94)00353-d

文献信息

• Chemo-enzymatic synthesis of new protected aldoketoses: Intermediates in the biosynthesis and chemical synthesis of nojirimycin and mannojirimycin
  作者：Marielle Lemaire、Marie Lise Valentin、Laurence Hecquet、Colette Demuynck、Jean Bolte

  DOI：10.1016/0957-4166(94)00353-d

  日期：1995.1

  Condensation of dihydroxy acetone phosphate (DHAP) on new hydroxy-aldehydes catalysed by fructose-1,6-diphosphate aldolases provides two aldoketoses presumed intermediates in the biosynthesis of nojirimycin and mannojirimycin, as well as useful precursors for the chemical synthesis of these aminosugars and some analogues.
• Chemo-enzymatic synthesis of precursors of fagomine and 1,4-dideoxy-1,4-imino-D-arabinitol
  作者：Laurence Hecquet、Marielle Lemaire、Jean Bolte、Colette Demuynck

  DOI：10.1016/s0040-4039(00)78499-1

  日期：1994.11

  The enantioselectivity of transketolase towards, alpha-hydroxy-aldehydes is used to prepare compounds bearing two asymmetric centres, precursors of natural products: 2,3-dideoxynojirimycine (fagomine), 1,4-dideoxy-1,4-imino-D-arabinitol, and its oxidised form.