2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose | 233674-88-9

• 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-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)][Bz(-6)]Gal(b1-4)[Bz(-2)][Bz(-3)][Bz(-6)]Man(a)-O-Bz；[(2R,3R,4S,5S,6R)-4,5,6-tribenzoyloxy-3-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 233674-88-9
• 化学式: C₆₈H₅₄O₁₉
• 分子量: 1175.17
• InChiKey: KYNIIJHTACNXNG-ALNUSHQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  87
• 可旋转键数：
  28
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  238
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以95%的产率得到β-D-galactopyranosyl-(1->4)-D-mannopyranose
  参考文献：
  名称：

  Parasite glycoconjugates. Part 16: Synthesis of a disaccharide and phosphorylated di- and tri-saccharides from Leishmania lipophosphoglycan

  摘要：

  A neutral disaccharide beta-D-Ga1p-(1 -> 4)-alpha-D-Manp and phosphorylated di- and tri-saccharides beta-D-Galp-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-O[CH2](8)CH=CH2 and beta-D-Ga1p-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-(1 -> 4)-alpha-D-Manp, which are fragments of the phosphoglycan portion of the surface lipophosphoglycan from Leishmania donovani (the disaccharide) or Leishmania major (all three compounds), were prepared and used as TLC standards to help the identification and differentiation of the elongating and branching P-D-galactosyl transferase activities in Leishmania. The phosphosaccharides were synthesised using the H-phosphonate method for phosphorylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.03.026
• 作为产物：
  描述：

  2,3,4,6-四-O-苯甲酰基-D-吡喃半乳糖苷 在 4 A molecular sieve 、 三乙胺 、 三氟甲烷磺酸甲酯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose
  参考文献：
  名称：

  Ivanova, Irina A.; Ross, Andrew J.; Ferguson, Michael A. J., Journal of the Chemical Society. Perkin transactions I, 1999, # 12, p. 1743 - 1753

  摘要：

  DOI：

文献信息

• Synthesis of novel glycosyl phosphate analogues: Derivatives of an acceptor substrate for the Leishmania elongating α-d-mannopyranosylphosphate transferase
  作者：Andrew J. Ross、Adrian P. Higson、Michael A.J. Ferguson、Andrei V. Nikolaev

  DOI：10.1016/s0040-4039(99)01381-7

  日期：1999.9

  The three structural analogues of dec-9-enyl beta-D-galactosyl-(1-->4)-alpha-D-mannosyl phosphate, comprising thiophosphate, boranophosphate and methylphosphonate derivatives, were prepared via disaccharide H-phosphonate or trichloroacetimidate (for the methylphosphonate synthesis) intermediates. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Parasite glycoconjugates. Part 16: Synthesis of a disaccharide and phosphorylated di- and tri-saccharides from Leishmania lipophosphoglycan
  作者：Andrew J. Ross、Olga V. Sizova、Andrei V. Nikolaev

  DOI：10.1016/j.carres.2006.03.026

  日期：2006.8

  A neutral disaccharide beta-D-Ga1p-(1 -> 4)-alpha-D-Manp and phosphorylated di- and tri-saccharides beta-D-Galp-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-O[CH2](8)CH=CH2 and beta-D-Ga1p-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-(1 -> 4)-alpha-D-Manp, which are fragments of the phosphoglycan portion of the surface lipophosphoglycan from Leishmania donovani (the disaccharide) or Leishmania major (all three compounds), were prepared and used as TLC standards to help the identification and differentiation of the elongating and branching P-D-galactosyl transferase activities in Leishmania. The phosphosaccharides were synthesised using the H-phosphonate method for phosphorylation. (c) 2006 Elsevier Ltd. All rights reserved.
• Ivanova, Irina A.; Ross, Andrew J.; Ferguson, Michael A. J., Journal of the Chemical Society. Perkin transactions I, 1999, # 12, p. 1743 - 1753
  作者：Ivanova, Irina A.、Ross, Andrew J.、Ferguson, Michael A. J.、Nikolaev, Andrei V.

  DOI：——

  日期：——