2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl phosphate | 503312-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl phosphate
• 英文别名: 2,3,4,6-tetra-O-isopropylcarbonate-alfa-D-mannopyranosyl phosphate；[(2R,3S,4S,5R,6R)-2-phosphonooxy-3,5-bis(propan-2-yloxycarbonyloxy)-6-(propan-2-yloxycarbonyloxymethyl)oxan-4-yl] propan-2-yl carbonate
• CAS: 503312-36-5
• 化学式: C₂₂H₃₇O₁₇P
• 分子量: 604.499
• InChiKey: QGAFCRKZUAFFGN-DFBDCSAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  218.11
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  溴甲基乙酸酯 、 2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl phosphate 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以17%的产率得到bis-acetoxymethyl-(2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl)-phosphate
  参考文献：
  名称：

  Membrane-Permeant derivatives of mannose-1-phosphate

  摘要：

  For treatment of congenital disorder of glycosylation type Ia membrane-permeant dcrivatives of mannose-1-phosphate are required. Employing biologically cleavable phosphate protecting groups advantageous precursor derivatives could be synthesized following a facile approach. Their enzymatic cleavages using esterase from porcine liver (E.C. 3.1.1.1) were investigated. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(02)00269-9
• 作为产物：
  描述：

  dibenzyl-(2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl)-phosphate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 以82%的产率得到2,3,4,6-tetra-O-iso-propylcarbonate-α-D-mannopyranosyl phosphate
  参考文献：
  名称：

  Membrane-Permeant derivatives of mannose-1-phosphate

  摘要：

  For treatment of congenital disorder of glycosylation type Ia membrane-permeant dcrivatives of mannose-1-phosphate are required. Employing biologically cleavable phosphate protecting groups advantageous precursor derivatives could be synthesized following a facile approach. Their enzymatic cleavages using esterase from porcine liver (E.C. 3.1.1.1) were investigated. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(02)00269-9