(4aR,5aR,8aR,8bS)-2-tert-Butoxy-7,7-dimethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide | 182256-10-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR,5aR,8aR,8bS)-2-tert-Butoxy-7,7-dimethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
• CAS: 182256-10-6
• 化学式: C₁₂H₂₁O₇P
• 分子量: 308.268
• InChiKey: QBOWWLBVEIXOHF-ZRVIHCHXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4aR,5aR,8aR,8bS)-2-tert-Butoxy-7,7-dimethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide 在 甲酸 、 Na-Dowex 作用下， 以62%的产率得到Sodium; (4aR,7R,7aR)-6,7-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-2-olate
  参考文献：
  名称：

  Studies on the reactivity of bisglycoaldehyde phosphodiester in alkaline solution

  摘要：

  The behaviour of bisglycoaldehyde phosphodiester in alkaline solution has previously been investigated by reducing, dephosphorylating and acetylating the products. The detection of threitol and erythreitol tetraacetates by GC coupled with kinetic arguments suggested that bisglycoaldehyde phosphodiester undergoes rapid intramolecular aldolisation to give a mixture of erythrose and threose-2,4-cyclophosphates (Pitsch, S.; Pombo-Villar, E.; Eschenmoser, A. Helv. Chim. Acta 1994, 77, 2251). In this paper, electrospray mass spectroscopy, deuteration studies and comparison with synthetic materials are used to confirm and augment these earlier findings. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)01224-5
• 作为产物：
  描述：

  1,2-O-异亚丙基-alpha-D-呋喃木糖 在 四氮唑 、 叔丁基过氧化氢 作用下， 生成 (4aR,5aR,8aR,8bS)-2-tert-Butoxy-7,7-dimethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3,2]dioxaphosphinine 2-oxide
  参考文献：
  名称：

  Studies on the reactivity of bisglycoaldehyde phosphodiester in alkaline solution

  摘要：

  The behaviour of bisglycoaldehyde phosphodiester in alkaline solution has previously been investigated by reducing, dephosphorylating and acetylating the products. The detection of threitol and erythreitol tetraacetates by GC coupled with kinetic arguments suggested that bisglycoaldehyde phosphodiester undergoes rapid intramolecular aldolisation to give a mixture of erythrose and threose-2,4-cyclophosphates (Pitsch, S.; Pombo-Villar, E.; Eschenmoser, A. Helv. Chim. Acta 1994, 77, 2251). In this paper, electrospray mass spectroscopy, deuteration studies and comparison with synthetic materials are used to confirm and augment these earlier findings. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)01224-5