2,3,4,6-tetra-O-butyryl-α-D-mannopyranose | 503312-28-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 2,3,4,6-tetra-O-butyryl-α-D-mannopyranose
• 英文别名: 2,3,4,6-tetra-O-butyryl-alfa-D-mannopyranose；[(2R,3R,4S,5S,6S)-3,4,5-tri(butanoyloxy)-6-hydroxyoxan-2-yl]methyl butanoate
• CAS: 503312-28-5
• 化学式: C₂₂H₃₆O₁₀
• 分子量: 460.522
• InChiKey: BSEBPVBHMQYVGH-DKGSKVKPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  32
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  135
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-butyryl-α-D-mannopyranose 在 palladium on activated charcoal 四氮唑 、 氢气 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 乙腈 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 反应 4.0h， 生成 bis-acetoxymethyl-(2,3,4,6-tetra-O-butyryl-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：

  Butyric acid (2S,3S,4S,5R,6R)-2-benzyloxy-3,5-bis-butyryloxy-6-butyryloxymethyl-tetrahydro-pyran-4-yl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以0.85 g的产率得到2,3,4,6-tetra-O-butyryl-α-D-mannopyranose
  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

文献信息

• [DE] CDG-THERAPIE MIT MANNOSE<br/>[EN] TREATMENT OF CONGENITAL DISORDERS OF GLYCOSYLATION (CDG) USING MANNOSE<br/>[FR] TRAITEMENT DE TROUBLES CONGENITAUX DE LA GLYCOSILATION AVEC DU MANNOSE
  申请人：——

  公开号：WO2003104247A3

  公开（公告）日：2004-02-12
• CDG-THERAPIE MIT MANNOSE
  申请人：Marquardt, Thorsten

  公开号：EP1521761A2

  公开（公告）日：2005-04-13
• Membrane-Permeant derivatives of mannose-1-phosphate
  作者：Synke Rutschow、Joachim Thiem、Christian Kranz、Thorsten Marquardt

  DOI：10.1016/s0968-0896(02)00269-9

  日期：2002.12

  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.