(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-ethoxy-1,2-oxaphosphinan-3-yl acetate | 1445800-41-8

• 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,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-ethoxy-1,2-oxaphosphinan-3-yl acetate
• 英文别名: [(2S,3R,4S,5S,6R)-2-ethoxy-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxaphosphinan-3-yl] acetate
• CAS: 1445800-41-8
• 化学式: C₃₀H₃₅O₇P
• 分子量: 538.577
• InChiKey: RNBSJMPPGPXSKW-OCEFUDFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (2S,3R,4S,5S,6R)-2-boranyl-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-ethoxy-1,2-oxaphosphinan-3-yl acetate 在 苯硫酚 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以66%的产率得到(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-ethoxy-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