ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-galactopyranoside

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-galactopyranoside
• 英文别名: Ethyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-beta-D-galactopyranoside；[(2R,3R,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-ethylsulfanyloxan-2-yl]methyl acetate
• 化学式: C₁₆H₂₅NO₈S
• 分子量: 391.442
• InChiKey: BHOPGYBLLSFEGH-LJIZCISZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  143
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-galactopyranoside 在 4-二甲氨基吡啶 、 sodium hydroxide 、 triflic azide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 ethyl 2-azido-2-deoxy-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Facile preparation of glycosyl donors for oligosaccharide synthesis: 2-azido-2-deoxyhexopyranosyl building blocks

  摘要：

  Facile routes to the 2-azido-2-deoxy-1-thioglycosides 6, 7, 15, and 18 and of the 2-azido-2-deoxy-4-pentenoglycoside 11, are described. These are useful intermediates for the synthesis of oligo-saccharides containing alpha-D-2-amino-2-deoxy (or 2-acetamido-2-deoxy) hexosyl residues in the galacto-, gluco-, and manno- series.

  DOI：

  10.1016/s0957-4166(00)86294-1
• 作为产物：
  描述：

  Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside 生成 ethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-galactopyranoside
  参考文献：
  名称：

  DASGUPTA, FALGUNI;GAREGG, PER J., J. CARBOHYDR. CHEM., 7,(1988) N 3, C. 701-707

  摘要：

  DOI：

文献信息

• Synthesis of 2-amino-1,2-dideoxy-d-galactitol hydrochloride and 5-amino-1,4-anhydro-5,6-dideoxy-l-galactitol hydrochloride
  作者：Kim Adelhorst、George M. Whitesides

  DOI：10.1016/s0008-6215(00)91006-1

  日期：1992.7
• DASGUPTA, FALGUNI;GAREGG, PER J., J. CARBOHYDR. CHEM., 7,(1988) N 3, C. 701-707
  作者：DASGUPTA, FALGUNI、GAREGG, PER J.

  DOI：——

  日期：——
• Facile preparation of glycosyl donors for oligosaccharide synthesis: 2-azido-2-deoxyhexopyranosyl building blocks
  作者：Therese Buskas、Per J. Garegg、Peter Konradsson、Jean-Luc Maloisel

  DOI：10.1016/s0957-4166(00)86294-1

  日期：1994.11

  Facile routes to the 2-azido-2-deoxy-1-thioglycosides 6, 7, 15, and 18 and of the 2-azido-2-deoxy-4-pentenoglycoside 11, are described. These are useful intermediates for the synthesis of oligo-saccharides containing alpha-D-2-amino-2-deoxy (or 2-acetamido-2-deoxy) hexosyl residues in the galacto-, gluco-, and manno- series.