BPh(Me-α-D-arabino-dHexp4,6H-2) | 108866-70-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: BPh(Me-α-D-arabino-dHexp4,6H-2)
• 英文别名: Methyl-(2-desoxy-α-D-glucopyranosid)-4,6-phenylboronat；methyl O⁴,O⁶-phenylboranediyl-α-D-arabino-2-deoxy-hexopyranoside
• CAS: 108866-70-2
• 化学式: C₁₃H₁₇BO₅
• 分子量: 264.086
• InChiKey: YJXMFLDPKGANPB-NDBYEHHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  methyl 2-deoxy-α-D-glucopyranoside 、 苯硼酸 以 1,4-二氧六环 为溶剂， 生成 BPh(Me-α-D-arabino-dHexp4,6H-2)
  参考文献：
  名称：

  Phenylboronic acid esters of the common 2-deoxy-aldoses

  摘要：

  Phenylboronic acid esters are formed by the three common 2-deoxy aldoses: 2-deoxy-D-erythro-pentose ('2-deoxy-D-ribose'), 2-deoxy-D-lyxo-hexose ('2-deoxy-D-galactose'), and 2-deoxy-D-arabino-hexose ('2deoxy-D-glucose'). The major species that was formed from equimolar quantities of boronic acid and the aldose, was the 3,4-monoester of the pentopyranose in a skew-boat conformation, and the 4,6-monoester in the case of the two hexopyranoses. A double molar quantity of boronic acid led, for both 2-deoxyhexoses, to the diester of the open-chain aldehydo isomer as the major product: the 3,5: 4,6-diester for the lyxo-configured deoxy-hexose, and the 3,4:5,6-diester of the arabino-configured isomer. Minor products of all reactions were identified by a combined NMR/DFT methodology. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.05.031

文献信息

• 450. The interaction of phenylboronic acid with hexosides
  作者：R. J. Ferrier

  DOI：10.1039/jr9610002325

  日期：——