(2S,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(((2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-2-methoxy-2-oxido-1,2-oxaphosphinan-6-yl)methoxy)-2-oxido-1,2-oxaphosphinan-3-yl acetate | 1445800-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(((2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-2-methoxy-2-oxido-1,2-oxaphosphinan-6-yl)methoxy)-2-oxido-1,2-oxaphosphinan-3-yl acetate
• 英文别名: [(2S,3S,4S,5S,6R)-2-[[(2S,3R,4S,5S,6R)-3-hydroxy-2-methoxy-2-oxo-4,5-bis(phenylmethoxy)-1,2lambda5-oxaphosphinan-6-yl]methoxy]-2-oxo-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-1,2lambda5-oxaphosphinan-3-yl] acetate；[(2S,3S,4S,5S,6R)-2-[[(2S,3R,4S,5S,6R)-3-hydroxy-2-methoxy-2-oxo-4,5-bis(phenylmethoxy)-1,2λ5-oxaphosphinan-6-yl]methoxy]-2-oxo-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-1,2λ5-oxaphosphinan-3-yl] acetate
• CAS: 1445800-56-5
• 化学式: C₄₈H₅₄O₁₄P₂
• 分子量: 916.896
• InChiKey: VPSHJXKDZRJFKE-HGWIZZCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  64
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  164
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  ((2S,3R,4S,5S,6R)-3-acetoxy-4,5-bis(benzyloxy)-2-methoxy-2-oxido-1,2-oxaphosphinan-6yl)methyl acetate 在 4-二甲氨基吡啶 、 sodium methylate 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 4.33h， 生成 (2S,3S,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(((2R,3R,4S,5S,6R)-4,5-bis(benzyloxy)-3-hydroxy-2-methoxy-2-oxido-1,2-oxaphosphinan-6-yl)methoxy)-2-oxido-1,2-oxaphosphinan-3-yl acetate
  参考文献：
  名称：

  Alternative Synthesis of P-Chiral Phosphonite-Borane Complexes: Application to the Synthesis of Phostone–Phostone Dimers

  摘要：

  An improved strategy for the synthesis of P-chiral gluco- and manno-phosphonite-borane complexes is described on the basis of the addition of diethyl phosphonite-borane to a glucal-derived aldehyde, followed by a cyclization coupled with an ethyl/methyl exchange. This direct P(III) strategy facilitates the obtention of various P-chiral phosphonite-boranes, of which further coupling reactions are described leading to the selective synthesis of two phostone dimers.

  DOI：

  10.1021/jo400864s